Angewandte Chemie International Edition

Cover image for Vol. 53 Issue 48

November 24, 2014

Volume 53, Issue 48

Pages 12973–13292

  1. Cover Pictures

    1. Top of page
    2. Cover Pictures
    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. You have free access to this content
      Cover Picture: Development of Double-Perovskite Compounds as Cathode Materials for Low-Temperature Solid Oxide Fuel Cells (Angew. Chem. Int. Ed. 48/2014) (page 12973)

      Seonyoung Yoo, Areum Jun, Dr. Young-Wan Ju, Dr. Dorj Odkhuu, Dr. Junji Hyodo, Prof. Hu Young Jeong, Prof. Noejung Park, Prof. Jeeyoung Shin, Prof. Tatsumi Ishihara and Prof. Guntae Kim

      Article first published online: 22 SEP 2014 | DOI: 10.1002/anie.201408888

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      Double-perovskite compounds are described by G. Kim and co-workers in their Communication on page 13064 ff. as a new class of cathode materials for solid oxide fuel cells. The enhanced stability of NdBa0.75Ca0.25Co2O5+δ can be ascribed to both the increased electron affinity of mobile oxygen species and the increased redox stability induced by Ca doping into the A site of NdBaCo2O5+δ.

    2. You have free access to this content
      Inside Cover: Catalytic Asymmetric Functionalization of Aromatic C[BOND]H Bonds by Electrophilic Trapping of Metal-Carbene-Induced Zwitterionic Intermediates (Angew. Chem. Int. Ed. 48/2014) (page 12974)

      Shikun Jia, Dr. Dong Xing, Dan Zhang and Prof. Dr. Wenhao Hu

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201409113

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      An asymmetric three-component reaction of N,N-disubstituted anilines, diazo compounds, and imines is catalyzed by RhII and a chiral phosphoric acid and affords α,α-diaryl benzylic quaternary stereocenters. In their Communication on page 13098 ff., W. Hu, D. Xing et al. report this functionalization of aromatic C[BOND]H bonds with diazo compounds, which they compare with a “magic tea pot” that allows the mixing of three different tea bags into a wonderful tea.

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      Inside Back Cover: Dynamic Mirror-Symmetry Breaking in Bicontinuous Cubic Phases (Angew. Chem. Int. Ed. 48/2014) (page 13293)

      Christian Dressel, Prof. Dr. Feng Liu, Dr. Marko Prehm, Dr. Xiangbing Zeng, Prof. Dr. Goran Ungar and Prof. Dr. Carsten Tschierske

      Article first published online: 24 SEP 2014 | DOI: 10.1002/anie.201409034

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      Two thermotropic bicontinuous cubic liquid-crystalline phases containing three or two networks were discovered. The triple-network phase displays a previously undiscovered feature: it is always strongly optically active even though the constitutive compound is achiral. In contrast, the “double gyroid”, containing only two networks, has no optical activity. As X. Zeng, G. Ungar, C. Tschierske et al. propose in their Communication on page 13115 ff., only in the double gyroid the opposing induced chiralities cancel out, while in the triple-network net chirality inevitably persists.

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      Back Cover: Unexpected Synergy between Magnetic Iron Chains and Stacked B6 Rings in Nb6Fe1−xIr6+xB8 (Angew. Chem. Int. Ed. 48/2014) (page 13294)

      Dipl.-Chem. Mohammed Mbarki, M.Sc. Rachid St. Touzani and Priv.-Doz. Dr. Boniface P. T. Fokwa

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201408886

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      Planar boron rings were predicted some years ago by scientists studying gas-phase boron clusters as building blocks for designing new molecular and solid-state materials. In their Communication on page 13174 ff., B. P. T. Fokwa et al. report experiments and density functional calculations used in a synergistic manner for the discovery of the new ferromagnetic material, Nb6Fe1−xIr6+xB8 (Tc=350 K), containing in its crystal structure iron chains embedded in stacked B6 rings.

  2. Frontispiece

    1. Top of page
    2. Cover Pictures
    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. You have free access to this content
      Frontispiece: Homogeneous Electrocatalytic Water Oxidation at Neutral pH by a Robust Macrocyclic Nickel(II) Complex

      Mei Zhang, Dr. Ming-Tian Zhang, Cheng Hou, Prof. Zhuo-Feng Ke and Prof. Tong-Bu Lu

      Article first published online: 18 NOV 2014 | DOI: 10.1002/anie.201484861

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      Water Oxidation In their Communication on page 13042 ff., Z.-F. Ke, T.-B. Lu, and co-workers report a nickel-based homogeneous catalyst for water oxidation. This catalyst can efficiently electrocatalyze water oxidation at neutral pH in phosphate buffer.

  3. Graphical Abstract

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    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
    6. News
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    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Graphical Abstract: Angew. Chem. Int. Ed. 48/2014 (pages 12977–12992)

      Article first published online: 18 NOV 2014 | DOI: 10.1002/anie.201490046

  4. Addendum

    1. Top of page
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    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
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    11. Minireview
    12. Review
    13. Communications
    1. You have free access to this content
      Addendum: Anti-Electrostatic Hydrogen Bonds (page 12992)

      Prof. Frank Weinhold and Dr. Roger A. Klein

      Article first published online: 18 NOV 2014 | DOI: 10.1002/anie.201410097

      This article corrects:

      Anti-Electrostatic Hydrogen Bonds

      Vol. 53, Issue 42, 11214–11217, Article first published online: 4 SEP 2014

  5. News

    1. Top of page
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    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
  6. Author Profile

    1. Top of page
    2. Cover Pictures
    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Lai-Sheng Wang (page 12998)

      Article first published online: 14 JUL 2014 | DOI: 10.1002/anie.201406121

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      “My favorite molecule is C60. My favorite saying is ‘Results not published equals experiments not done’ …” This and more about Lai-Sheng Wang can be found on page 12998.

  7. News

    1. Top of page
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    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
  8. Book Review

    1. Top of page
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    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
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    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Metal-Catalyzed Cross-Coupling Reactions and More. 3 Volume Set. Edited by Armin de Meijere, Stefan Bräse and Martin Oestreich. (pages 13001–13002)

      Ian J. S. Fairlamb

      Article first published online: 18 NOV 2014 | DOI: 10.1002/anie.201408267

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      Wiley-VCH, Weinheim, 2014. 1576 pp., hardcover, € 449.00.—ISBN 978-3527331543

  9. Highlights

    1. Top of page
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    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Homogeneous Catalysis

      Iron-Catalyzed Hydrogenation of Esters to Alcohols (pages 13004–13006)

      Dr. Philippe Dupau, Minh-Loan Tran Do, Dr. Sylvain Gaillard and Prof. Dr. Jean-Luc Renaud

      Article first published online: 21 OCT 2014 | DOI: 10.1002/anie.201407613

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      Iron made it”: Recent breakthroughs in the hydrogenation of esters to alcohols by well-defined iron pincer complexes are highlighted. These complexes demonstrate promising efficiency and selectivities.

    2. Enzyme Catalysis

      Protein Crystallography Using Free-Electron Lasers: Water Oxidation in Photosynthesis (pages 13007–13008)

      Dr. Hideaki Ogata and Prof. Dr. Wolfgang Lubitz

      Article first published online: 10 OCT 2014 | DOI: 10.1002/anie.201408672

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      A new perspective on enzymes: Free-electron lasers are increasingly used to obtain crystal structures of interesting enzymes like photosystem II from nanocrystals at room temperature, to avoid radiation damage, and to detect structural differences between specific states in the catalytic cycle.

  10. Minireview

    1. Top of page
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    4. Graphical Abstract
    5. Addendum
    6. News
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    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Polymer Sequencing

      Reading Polymers: Sequencing of Natural and Synthetic Macromolecules (pages 13010–13019)

      Dr. Hatice Mutlu and Dr. Jean-François Lutz

      Article first published online: 3 OCT 2014 | DOI: 10.1002/anie.201406766

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      Read the small print: Sophisticated sequencing methods have been developed for deciphering the sequences of proteins and nucleic acids. Can these tools be transfered to the characterization of monomer sequences in synthetic polymers? The techniques employed in both fields are compared and critically analyzed.

  11. Review

    1. Top of page
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    4. Graphical Abstract
    5. Addendum
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    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Constrained Cyclic Peptides

      Constraining Cyclic Peptides To Mimic Protein Structure Motifs (pages 13020–13041)

      Dr. Timothy A. Hill, Dr. Nicholas E. Shepherd, Dr. Frederik Diness and Prof. Dr. David P. Fairlie

      Article first published online: 6 OCT 2014 | DOI: 10.1002/anie.201401058

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      Short peptides can be constrained by cyclization to recreate key folded elements of protein structure, like β-strands and β-sheets, α-helices, and turn motifs. Coupled with internal molecular constraints, cyclization has led to many protease-resistant, potent and target-selective, biologically active compounds for use in biology and medicine.

  12. Communications

    1. Top of page
    2. Cover Pictures
    3. Frontispiece
    4. Graphical Abstract
    5. Addendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Water Oxidation

      Homogeneous Electrocatalytic Water Oxidation at Neutral pH by a Robust Macrocyclic Nickel(II) Complex (pages 13042–13048)

      Mei Zhang, Dr. Ming-Tian Zhang, Cheng Hou, Prof. Zhuo-Feng Ke and Prof. Tong-Bu Lu

      Article first published online: 9 SEP 2014 | DOI: 10.1002/anie.201406983

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      The first nickel-based homogeneous water oxidation catalyst has been reported, which can efficiently electrocatalyze water oxidation at neutral pH in phosphate buffer. The cis conformation of the catalyst is the key active intermediate (see scheme; PCET=proton-coupled electron transfer).

    2. Asymmetric Allylic Amination

      Cooperative Catalysis by Palladium and a Chiral Phosphoric Acid: Enantioselective Amination of Racemic Allylic Alcohols (pages 13049–13053)

      Dr. Debasis Banerjee, Dr. Kathrin Junge and Prof. Dr. Matthias Beller

      Article first published online: 10 OCT 2014 | DOI: 10.1002/anie.201405511

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      Teamwork enantioselectivity: An asymmetric amination of racemic allylic alcohols with various functionalized amines proceeded with high regio- and enantioselectivity under cooperative catalysis by the chiral phosphoric acid 1 and a palladium complex with the phosphoramidite ligand 2 (see scheme; R1=aryl, R2=alkyl or H; dba=dibenzylideneacetone). The transformation was efficient even with less reactive alkyl allylic alcohols.

    3. Protein Engineering

      You have full text access to this OnlineOpen article
      Crowning Proteins: Modulating the Protein Surface Properties using Crown Ethers (pages 13054–13058)

      Dr. Cheng-Chung Lee, Dr. Manuel Maestre-Reyna, Dr. Kai-Cheng Hsu, Prof. Dr. Hao-Ching Wang, Prof. Dr. Chia-I Liu, Prof. Dr. Wen-Yih Jeng, Li-Ling Lin, Richard Wood, Dr. Chia-Cheng Chou, Prof. Dr. Jinn-Moon Yang and Prof. Dr. Andrew H.-J. Wang

      Article first published online: 6 OCT 2014 | DOI: 10.1002/anie.201405664

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      Crowning proteins: By a combination of structural and biophysical methods, it was observed that crown ethers modify protein surfaces dramatically, stabilizing molecular interactions. Hence, crown ethers could potentially be used to modulate a wide range of protein surface behaviors, such as oligomerization, domain–domain interactions, and crystallization.

    4. Near-Infrared Bioluminescence

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      A Dual-Color Far-Red to Near-Infrared Firefly Luciferin Analogue Designed for Multiparametric Bioluminescence Imaging (pages 13059–13063)

      Dr. Amit P. Jathoul, Dr. Helen Grounds, Prof. James C. Anderson and Dr. Martin A. Pule

      Article first published online: 29 SEP 2014 | DOI: 10.1002/anie.201405955

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      A stretched luciferin: Synthetic infra-luciferin is a dual-color, far-red to near-infrared (NIR) emitting analogue of beetle luciferin, which akin to native luciferin gives rise to different far-red to NIR emission maxima (up to λmax=706 nm) with different firefly luciferase mutants. This red-shifted bioluminescence is suitable for imaging in mammals with less attenuation than luciferin.

    5. Perovskites

      Development of Double-Perovskite Compounds as Cathode Materials for Low-Temperature Solid Oxide Fuel Cells (pages 13064–13067)

      Seonyoung Yoo, Areum Jun, Dr. Young-Wan Ju, Dr. Dorj Odkhuu, Dr. Junji Hyodo, Prof. Hu Young Jeong, Prof. Noejung Park, Prof. Jeeyoung Shin, Prof. Tatsumi Ishihara and Prof. Guntae Kim

      Article first published online: 8 SEP 2014 | DOI: 10.1002/anie.201407006

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      Ca doping into the A site of NdBaCo2O5+δ (NBCO) leads to NdBa1−xCaxCo2O5+δ (NBCaCO), a new class of double-perovskite compounds that are highly stable both in air and in a CO2-containing atmosphere. They display fast oxygen ion diffusion and high catalytic activity toward oxygen reduction while maintaining excellent compatibility with the electrolyte.

    6. Protein Adsorption

      Reversibly Controlling Preferential Protein Adsorption on Bone Implants by Using an Applied Weak Potential as a Switch (pages 13068–13072)

      Jingwen Liao, Ye Zhu, Zhengnan Zhou, Junqi Chen, Guoxin Tan, Prof. Chengyun Ning and Prof. Chuanbin Mao

      Article first published online: 3 OCT 2014 | DOI: 10.1002/anie.201406349

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      Face changer: Taurocholic acid (TCA), a biomolecule found in bile, is doped into 1D nanoarchitectured conducting polymers designed to aid cell growth on bone implants. The orientation of the hydrophobic α-face and hydrophilic β-face of TCA in the polymeric matrix can be changed by applying an electrical potential. This switching also causes a reversible change in wettability and protein adsorption as well as in adhesion and spreading of osteoblasts on the polymer surface.

    7. Ion-Selective Channels | Hot Paper

      Supramolecular Gating of Ion Transport in Nanochannels (pages 13073–13077)

      B. V. V. S. Pavan Kumar, Dr. K. Venkata Rao, Prof. S. Sampath, Dr. Subi J. George and Muthusamy Eswaramoorthy

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201406448

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      The charge-transfer interactions between dicationic viologen (acceptor) and trianionic pyranine (donor) were exploited to realize charge-reversal in nanochannels. Ion transport was switched from anion selective to ambipolar to cation selective by controlling the extent of viologen bound to the pyranine. Ion-transport regulation with respect to pH was achieved by selecting a donor with pH-responsive functional groups.

    8. Photocatalysis

      Direct Imaging of Light Emission Centers in Two-Dimensional Crystals and Their Luminescence and Photocatalytic Properties (pages 13078–13082)

      Prof. Shintaro Ida, Shota Koga, Takeshi Daio, Prof. Hidehisa Hagiwara and Prof. Tatsumi Ishihara

      Article first published online: 9 OCT 2014 | DOI: 10.1002/anie.201406638

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      Luminescent materials: In a two-dimensional Ca2−xTbxTa3O10 nanocrystal, the presence of one- and two-Tb-atom emission centers was confirmed. Although some Tb3+ emission centers existed in close proximity to each other, no concentration-based quenching was observed. The Tb3+-doped nanosheets showed a higher photocatalytic activity relative to undoped nanosheets.

    9. Carbenoids

      Reversal of the Regiochemistry in the Rhodium-Catalyzed [4+3] Cycloaddition between Vinyldiazoacetates and Dienes (pages 13083–13087)

      Dr. Pablo E. Guzmán, Dr. Yajing Lian and Prof. Dr. Huw M. L. Davies

      Article first published online: 29 SEP 2014 | DOI: 10.1002/anie.201406440

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      Put it in reverse: A regio-, diastereo-, and enantioselective [4+3] cycloaddition between vinylcarbenes and dienes was achieved using the dirhodium tetracarboxylate catalyst [Rh2(S-BTPCP)4]. This method provides facile access to 1,4-cycloheptadienes which are regioisomers of those formed from the tandem cyclopropanation/Cope rearrangement reaction of vinylcarbenes with dienes. TBS=tert-butyldimethylsilyl, TIPS=triisopropylsilyl.

    10. Calixarenes

      Entrapment of Elusive Guests within Metal-Seamed Nanocapsules (pages 13088–13092)

      Dr. Harshita Kumari, Dr. Ping Jin, Dr. Simon J. Teat, Dr. Charles L. Barnes, Dr. Scott J. Dalgarno and Prof. Jerry L. Atwood

      Article first published online: 8 OCT 2014 | DOI: 10.1002/anie.201406776

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      Anions play a crucial role in locking alkali metals on the interior of metal–organic capsules that contain structural water gates. This role is further evidenced when stitching-up the capsule seam, resulting in either expulsion or trapping of cesium ions depending on the anion employed.

    11. Synthetic Methods

      Diversity-Oriented Synthesis of Drug-Like Macrocyclic Scaffolds Using an Orthogonal Organo- and Metal Catalysis Strategy (pages 13093–13097)

      Dr. André Grossmann, Sean Bartlett, Matej Janecek, Dr. James T. Hodgkinson and Prof. David R. Spring

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201406865

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      Hand in hand: The outlined diversity-oriented synthesis of a library of macrocycles is based on the orthogonal combination of multiple diversity-generating organocatalytic steps with alkene metathesis. In total, 51 macrocyclic structures bearing 48 unique scaffolds, drug-like chemophysical properties, and natural-product-like shape diversity were synthesized in only 2 to 4 steps without the need for protecting groups.

    12. Asymmetric Catalysis

      Catalytic Asymmetric Functionalization of Aromatic C[BOND]H Bonds by Electrophilic Trapping of Metal-Carbene-Induced Zwitterionic Intermediates (pages 13098–13101)

      Shikun Jia, Dr. Dong Xing, Dan Zhang and Prof. Dr. Wenhao Hu

      Article first published online: 4 SEP 2014 | DOI: 10.1002/anie.201406492

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      Caught in a trap: The title reaction of N,N-disubstituted anilines with diazo compounds and imines is reported for the efficient construction of α,α-diaryl benzylic quaternary stereocenters in good yields with high diastereoselectivities and excellent enantioselectivities. Efficient electrophilic trapping of the metal-carbene-induced zwitterionic intermediate is crucial for the enantiocontrol under RhII/chiral phosphoric acid (PPA) co-catalysis.

    13. Polymorphism

      Studying Microstructure in Molecular Crystals With Nanoindentation: Intergrowth Polymorphism in Felodipine (pages 13102–13105)

      Manish Kumar Mishra, Prof. Gautam R. Desiraju, Prof. Upadrasta Ramamurty and Prof. Andrew D. Bond

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201406898

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      Two in one: Intergrowth polymorphism refers to the existence of distinct structural domains within a single crystal of a compound. For felodipine form II, the phenomenon is revealed by the nanoindentation technique which shows a bimodal response on specific single-crystal faces. The associated microstructure is a significant feature of the compound's structural identity, and has implications for structure–property correlations in molecular crystals.

    14. Main-Group Elements

      Isolation of an Imino-N-heterocyclic Carbene/Germanium(0) Adduct: A Mesoionic Germylene Equivalent (pages 13106–13109)

      Bochao Su, Dr. Rakesh Ganguly, Dr. Yongxin Li and Prof. Dr. Rei Kinjo

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201406930

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      Germanium zero: Reduction of a chlorogermyliumylidene chelated by an imino-N-heterocyclic carbene ligand with potassium graphite produced a novel cyclic germenium species, which can be viewed as both a germanium(0) species and a mesoionic germylene. X-ray diffraction analysis and computational studies revealed one of the lone pairs on the Ge atom is involved in the π system on the GeC2N2 five-membered ring.

    15. DNA Structures

      Formation of DNA:RNA Hybrid G-Quadruplexes of Two G-Quartet Layers in Transcription: Expansion of the Prevalence and Diversity of G-Quadruplexes in Genomes (pages 13110–13114)

      Shan Xiao, Jia-yu Zhang, Dr. Jun Wu, Ren-yi Wu, Ye Xia, Ke-wei Zheng, Yu-hua Hao, Prof. Dr. Xiang Zhou and Prof. Dr. Zheng Tan

      Article first published online: 29 SEP 2014 | DOI: 10.1002/anie.201407045

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      Quartets unite to call the tune: The transcription of G-rich DNA produces G-rich RNA transcripts. G-tracts from DNA and RNA were found to form hybrid G-quadruplexes (HQs) of two or more G-quartets (see picture) with a possible role in transcription regulation. DNA:RNA HQs composed of two G-quartets were less stable and more flexible than HQs composed of three G-quartets, and their folding and unfolding were more responsive to transcription activity.

    16. Chiral Induction | Very Important Paper

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      Dynamic Mirror-Symmetry Breaking in Bicontinuous Cubic Phases (pages 13115–13120)

      Christian Dressel, Prof. Dr. Feng Liu, Dr. Marko Prehm, Dr. Xiangbing Zeng, Prof. Dr. Goran Ungar and Prof. Dr. Carsten Tschierske

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201406907

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      Cubics with a twist: Polycatenar 5,5′-diphenyl-2,2′-bithiophenes (see picture) form two types of bicontinuous cubic phases. Though the molecules are achiral the equation image cubic phase is always chiral, while the equation image phase is achiral. The explanation is that in the equation image phase the opposing chiralities of the two enantiomorphic networks cancel, but not so in the three-network equation image phase.

    17. Nanotechnology

      Photofunctional Nanomodulators for Bioexcitation (pages 13121–13125)

      Dr. Eijiro Miyako, Dr. Julie Russier, Dr. Matteo Mauro, Dr. Cristina Cebrian, Prof. Hiromu Yawo, Dr. Cécilia Ménard-Moyon, Dr. James A. Hutchison, Dr. Masako Yudasaka, Prof. Sumio Iijima, Prof. Luisa De Cola and Dr. Alberto Bianco

      Article first published online: 24 OCT 2014 | DOI: 10.1002/anie.201407169

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      Carbon nanohorns were functionalized with a dye to develop a new type of light-driven nanomodulator. This system generates heat and reactive oxygen species (ROS) under biologically transparent near-infrared (NIR) laser irradiation. These properties can be applied for single-cell analyses and innovative cell therapies.

    18. Drug/siRNA Co-Delivery

      Cationic Vesicles Based on Amphiphilic Pillar[5]arene Capped with Ferrocenium: A Redox-Responsive System for Drug/siRNA Co-Delivery (pages 13126–13130)

      Yincheng Chang, Kui Yang, Peng Wei, Sisi Huang, Prof. Dr. Yuxin Pei, Wei Zhao and Prof. Dr. Zhichao Pei

      Article first published online: 29 SEP 2014 | DOI: 10.1002/anie.201407272

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      Simultaneous delivery of an anticancer drug and siRNA was achieved with cationic vesicles self-assembled from a novel ferrocenium-capped amphiphilic pillar[5]arene. These systems exhibit low cytotoxicity to healthy cells and are redox-responsive in the presence of a reductant/oxidant.

    19. Hybrid Peptides

      Unprecedented Chain-Length-Dependent Conformational Conversion Between 11/9 and 18/16 Helix in α/β-Hybrid Peptides (pages 13131–13135)

      Dr. Baptiste Legrand, Dr. Christophe André, Laure Moulat, Emmanuel Wenger, Dr. Claude Didierjean, Dr. Emmanuel Aubert, Dr. Marie Christine Averlant-Petit, Prof. Jean Martinez, Dr. Monique Calmes and Dr. Muriel Amblard

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201407329

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      The chain length of α,β-hybrid oligomers containing the highly constrained (S)-1-aminobicyclo[2.2.2]octane-2-carboxylic acid residue determines if either the 11/9 or the 18/16 helix is favored. The transition between these two helices involves a single ϕ angle rotation of the α residues.

    20. Multicomponent Reaction

      An Ylide Transformation of Rhodium(I) Carbene: Enantioselective Three-Component Reaction through Trapping of Rhodium(I)-Associated Ammonium Ylides by β-Nitroacrylates (pages 13136–13139)

      Xiaochu Ma, Dr. Jun Jiang, Siying Lv, Wenfeng Yao, Yang Yang, Dr. Shunying Liu, Dr. Fei Xia and Prof. Dr. Wenhao Hu

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201407740

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      Enantioselective trapping: The asymmetric three-component reaction of aryldiazoacetates, aromatic amines, and β-nitroacrylates affords γ-nitro-α-amino-succinates in good yields and with high diastereo- and enantioselectivity. This reaction is proposed to proceed through the enantioselective trapping of RhI-associated ammonium ylides by nitroacrylates and represents the first example of RhI-carbene-induced ylide transformation.

    21. Foldamer Heterodimerization

      Increasing the Size of an Aromatic Helical Foldamer Cavity by Strand Intercalation (pages 13140–13144)

      Dr. Michael L. Singleton, Geert Pirotte, Dr. Brice Kauffmann, Dr. Yann Ferrand and Dr. Ivan Huc

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201407752

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      Making room for guests: By directing the heterodimerization of helically folded oligomers, the size of the foldamer cavity could be doubled on demand by the principle of maximal site occupancy. The postsynthetic modification in this way of capsules composed of helical aromatic oligoamide foldamers could potentially be used to control their receptor properties without altering the initial monomer sequences.

    22. Electrochemical Biosensors

      Highly Specific Electrochemical Analysis of Cancer Cells using Multi-Nanoparticle Labeling (pages 13145–13149)

      Dr. Ying Wan, Dr. Yi-Ge Zhou, Mahla Poudineh, Tina Saberi Safaei, Dr. Reza M. Mohamadi, Prof. Edward H. Sargent and Prof. Shana O. Kelley

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201407982

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      Needle in a haystack: A chip-based electrochemical assay using metal nano-particles (MNPs, see picture) allows simultaneous detection of multiple different biomarkers on the surfaces of cancer cells, enabling discrimination between cancer cells and normal blood cells. As few as two cells captured per electrode can be detected.

    23. Hydroboration | Hot Paper

      Hydroboration of Arynes with N-Heterocyclic Carbene Boranes (pages 13150–13154)

      Dr. Tsuyoshi Taniguchi and Prof. Dr. Dennis P. Curran

      Article first published online: 24 OCT 2014 | DOI: 10.1002/anie.201408345

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      A new partnership with a future: N-Heterocyclic carbene (NHC) boranes coupled with arynes in a hydroboration reaction to produce various B-aryl-substituted NHC-boranes (see scheme), which are stable and have many potential uses. The proposed hydride-transfer character of the mechanism was supported by the ortho regioselectivity observed for the hydroboration of arynes with an electron-withdrawing substituent.

    24. Group 14 Compounds

      An N-Heterocyclic Silylene-Stabilized Digermanium(0) Complex (pages 13155–13158)

      Yu-Liang Shan, Dr. Wai-Leung Yim and Dr. Cheuk-Wai So

      Article first published online: 29 SEP 2014 | DOI: 10.1002/anie.201408347

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      Silicon stabilizers: The reaction of the SiII–GeII adduct 1 with KC8 afforded the N-heterocyclic silylene-stabilized di-germanium(0) complex 2. X-ray crystallography and theoretical studies show conclusively that the N-heterocyclic silylene ligands stabilize the singlet digermanium(0) moiety by a weak synergic donor–acceptor interaction.

    25. Boron–Carbene Adducts

      Synthesis and Reactivity of a CAAC–Aminoborylene Adduct: A Hetero-Allene or an Organoboron Isoelectronic with Singlet Carbenes (pages 13159–13163)

      Fatme Dahcheh, Dr. David Martin, Prof. Dr. Douglas W. Stephan and Prof. Dr. Guy Bertrand

      Article first published online: 29 SEP 2014 | DOI: 10.1002/anie.201408371

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      Boron can do it! The first carbene that was stable at room temperature had a pseudo allenic structure, but owing to its high flexibility, it featured classical carbene reactivity. Similarly, a stable boron compound, isoelectronic with singlet carbenes, has an allenic structure, and is able to activate CO and H2.

    26. Water Splitting

      Perovskite Oxide Nanosheets with Tunable Band-Edge Potentials and High Photocatalytic Hydrogen-Evolution Activity (pages 13164–13168)

      Prof. Dr. Kazuhiko Maeda, Dr. Miharu Eguchi and Takayoshi Oshima

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201408441

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      The sunny side of the sheet: Perovskite nanosheets of HCa2−xSrxNb3O10 and HCa2Nb3−yTayO10 with tunable band-edge potentials were prepared. They worked as highly efficient heterogeneous photocatalysts for hydrogen evolution from water, with the maximum apparent quantum yield of approximately 80 % at 300 nm, the highest value among nanosheet-based photocatalysts reported to date.

    27. Expanded Porphyrins

      PdII Complexes of [44]- and [46]Decaphyrins: The Largest Hückel Aromatic and Antiaromatic, and Möbius Aromatic Macrocycles (pages 13169–13173)

      Tomoki Yoneda, Young Mo Sung, Dr. Jong Min Lim, Prof. Dr. Dongho Kim and Prof. Dr. Atsuhiro Osuka

      Article first published online: 24 SEP 2014 | DOI: 10.1002/anie.201408506

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      A new twist: Reductive metalation of [44]decaphyrin with [Pd2(dba)3] (dba=dibenzylideneacetone) provided a Hückel aromatic [46]decaphyrin PdII complex, which was quickly oxidized with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone to produce a Hückel antiaromatic [44]decaphyrin PdII complex. On standing in CH2Cl2 solution this complex slowly tautomerizes to a Möbius aromatic [44]decaphyrin PdII complex, giving an equilibrium mixture.

    28. Boride Magnets | Hot Paper

      Unexpected Synergy between Magnetic Iron Chains and Stacked B6 Rings in Nb6Fe1−xIr6+xB8 (pages 13174–13177)

      Dipl.-Chem. Mohammed Mbarki, M.Sc. Rachid St. Touzani and Priv.-Doz. Dr. Boniface P. T. Fokwa

      Article first published online: 21 AUG 2014 | DOI: 10.1002/anie.201406397

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      A mutual dependency between ferromagnetic iron chains and stacked B6 rings (see picture) is found in the new ferromagnetic material, Nb6Fe1−xIr6+xB8 (TC=350 K) by combining experiment and density functional theory (DFT). The strong magnetic Fe–Fe interactions found in the iron chains induce an unexpected strengthening of the B–B interactions in the B6 rings.

    29. Polymorphism

      Combinatorial Crystal Synthesis: Structural Landscape of Phloroglucinol:1,2-bis(4-pyridyl)ethylene and Phloroglucinol:Phenazine (pages 13178–13182)

      Ritesh Dubey and Prof. Gautam R. Desiraju

      Article first published online: 3 OCT 2014 | DOI: 10.1002/anie.201402668

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      Crystal gazing: A study of the (pseudo)polymorphs of cocrystals formed from binary and ternary phloroglucinol–dipyridylethylene and –phenazine systems has shown that polymorphism in multicomponent crystals is less likely than in single-component crystals. The generation of several crystal forms during the crystallization of a multicomponent system can be viewed as combinatorial crystal synthesis with synthon selection from a solution library.

    30. Organocatalysis

      Biphenyl-Derived Phosphepines as Chiral Nucleophilic Catalysts: Enantioselective [4+1] Annulations To Form Functionalized Cyclopentenes (pages 13183–13187)

      Daniel T. Ziegler, Lorena Riesgo, Takuya Ikeda, Yuji Fujiwara and Prof. Gregory C. Fu

      Article first published online: 6 OCT 2014 | DOI: 10.1002/anie.201405854

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      All in the family: A new family of chiral nucleophilic catalysts, biphenyl-derived phosphepines, and their use in the title reaction is reported. A range of one-carbon coupling partners can be employed to generate cyclopentenes bearing a fully substituted stereocenter. Initial mechanistic studies are described.

    31. Asymmetric Catalysis

      Enantioselective Iron-Catalyzed Intramolecular Cyclopropanation Reactions (pages 13188–13191)

      Jun-Jie Shen, Prof. Shou-Fei Zhu, Dr. Yan Cai, Huan Xu, Xiu-Lan Xie and Prof. Qi-Lin Zhou

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201406853

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      Ironed out: An iron-catalyzed asymmetric intramolecular cyclopropanation was realized in high yields and excellent enantioselectivity by using the iron complexes of chiral spiro-bisoxazoline ligands as catalysts. NaBArF=sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate.

    32. DNA Computation

      Interfacing Synthetic DNA Logic Operations with Protein Outputs (pages 13192–13195)

      Alexander Prokup and Prof. Dr. Alexander Deiters

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201406892

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      Gated Proteins: By using zinc-finger proteins, AND, OR, and NOR logic gates were created that respond to short oligonucleotide inputs by activating or deactivating a split-luciferase enzyme. The gate designs are simple and modular, thus enabling integration with larger multigate circuits and providing flexibility in the choice of protein outputs. Response to microRNA inputs was achieved through the use of translator circuits.

    33. Organocatalysis

      Organocatalytic Asymmetric Mannich Cyclization of Hydroxylactams with Acetals: Total Syntheses of (−)-Epilupinine, (−)-Tashiromine, and (−)-Trachelanthamidine (pages 13196–13200)

      Dr. Dipankar Koley, Yarkali Krishna, Kyatham Srinivas, Afsar Ali Khan and Ruchir Kant

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201407185

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      Double bonanza: The title reaction in the presence of an imidazolidinone-based catalyst furnished N-bridgehead bicyclic alkaloids bearing [3.3.0], [3.4.0], [4.4.0], and [4.5.0] skeletons. By using this protocol, the total syntheses of (−)-epilupinine, (−)-tashiromine, and (−)-trachelanthamidine were achieved.

    34. Oxidation of Furans

      One-Pot Transformation of Simple Furans into 4-Hydroxy-2-cyclopentenones in Water (pages 13201–13205)

      Dr. Dimitris Kalaitzakis, Myron Triantafyllakis, Ioanna Alexopoulou, Manolis Sofiadis and Prof. Dr. Georgios Vassilikogiannakis

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201407477

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      Green chemistry: A highly efficient one-pot transformation of readily accessible furans into 4-hydroxy-2-cyclopentenones in H2O (see picture), using singlet oxygen as oxidant, has been developed.

    35. Biocatalysis

      The Oxidation of Thiols by Flavoprotein Oxidases: a Biocatalytic Route to Reactive Thiocarbonyls (pages 13206–13209)

      Tom A. Ewing, Willem P. Dijkman, Prof. Dr. Jacques M. Vervoort, Marco W. Fraaije and Prof. Dr. Willem J. H. van Berkel

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201407520

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      An all-around player: Numerous classical flavin-dependent alcohol oxidases, such as alditol oxidase (AldO), which are well-known for their activity towards C[BOND]O and C[BOND]N bonds, can also catalyze the oxidation of thiols (see picture). This method provides a potential biocatalytic route to reactive thiocarbonyl compounds.

    36. Germanosilicates | Hot Paper

      Zeolites with Continuously Tuneable Porosity (pages 13210–13214)

      Dr. Paul S. Wheatley, Dr. Pavla Chlubná-Eliášová, Dr. Heather Greer, Prof. Wuzong Zhou, Dr. Valerie R. Seymour, Dr. Daniel M. Dawson, Prof. Sharon E. Ashbrook, Dr. Ana B. Pinar, Dr. Lynne B. McCusker, Dr. Maksym Opanasenko, Prof. Jiří Čejka and Prof. Russell E. Morris

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201407676

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      ADORable zeolites: A series of zeolites with continuously tuneable porosity was prepared using the assembly–disassembly–organization–reassembly (ADOR) method. The pores of the zeolites that are accessible with this method cover the whole range of useable sizes: from small to extra-large.

    37. Natural Product Synthesis

      Total Synthesis of (−)-Haouamine B Pentaacetate and Structural Revision of Haouamine B (pages 13215–13219)

      Yuichi Momoi, Dr. Kei-ichiro Okuyama, Dr. Hiroki Toya, Dr. Kenji Sugimoto, Dr. Kentaro Okano and Prof. Dr. Hidetoshi Tokuyama

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201407686

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      Revision: Key steps in the total synthesis of (−)-haouamine B pentaacetate (see structure) are the enantiocontrolled construction of indane-fused tetrahydropyridine based on Ellman's diastereoselective Mannich reaction and the newly developed mild Friedel–Crafts alkylation. The synthesis led to the revision of the structure, as proposed by Trauner and Zubía.

    38. Water-Soluble Nanoparticles

      Highly Stable Water-Soluble Platinum Nanoparticles Stabilized by Hydrophilic N-Heterocyclic Carbenes (pages 13220–13224)

      Edwin A. Baquero, Dr. Simon Tricard, Dr. Juan Carlos Flores, Prof. Dr. Ernesto de Jesús and Prof. Dr. Bruno Chaudret

      Article first published online: 29 SEP 2014 | DOI: 10.1002/anie.201407758

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      On the surface: The thermal decomposition of organometallic complexes with N-heterocyclic carbene ligands affords Pt nanoparticles that are soluble and stable in water for an indefinite period. The 13C–195Pt coupling observed by solid-state NMR spectroscopy confirms carbene coordination to the nanoparticle surface.

    39. Antitumor Complexes

      Platinum(II)–Gadolinium(III) Complexes as Potential Single-Molecular Theranostic Agents for Cancer Treatment (pages 13225–13228)

      Zhenzhu Zhu, Prof. Dr. Xiaoyong Wang, Dr. Tuanjie Li, Prof. Dr. Silvio Aime, Prof. Dr. Peter J. Sadler and Prof. Dr. Zijian Guo

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201407406

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      Multitalented special agents: Cytotoxic cis-[Pt(NH3)2(py)Cl]+ (py is a pyridyl ligand) was conjugated to the magnetic resonance imaging contrast agent Gd–DTPA (DTPA=diethylenetriaminepentaacetate) to form Gd–Pt complexes of the type shown in the picture. The conjugates satisfy the requirements for tumor therapy and imaging at the same dose and are thus promising theranostic agents for cancer treatment.

    40. Asymmetric Catalysis

      Nickel(0)-Catalyzed Enantioselective Annulations of Alkynes and Arylenoates Enabled by a Chiral NHC Ligand: Efficient Access to Cyclopentenones (pages 13229–13233)

      Joachim S. E. Ahlin, Dr. Pavel A. Donets and Prof. Dr. Nicolai Cramer

      Article first published online: 24 SEP 2014 | DOI: 10.1002/anie.201408364

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      Cyclization: Nickel(0) catalysts with a chiral bulky C1-symmetric N-heterocyclic carbene ligand enabled the efficient asymmetric reductive [3+2] cycloaddition of enoates and alkynes, providing substituted cyclopentenones under mild conditions. The system provided the products in very high enantioselectivity and led to a regioselective incorporation of unsymmetrically substituted alkynes.

    41. Carbenes

      Rhodium(III)-Catalyzed Transannulation of Cyclopropenes with N-Phenoxyacetamides through C[BOND]H Activation (pages 13234–13238)

      Hang Zhang, Kang Wang, Bo Wang, Heng Yi, Fangdong Hu, Dr. Changkun Li, Dr. Yan Zhang and Prof. Dr. Jianbo Wang

      Article first published online: 29 SEP 2014 | DOI: 10.1002/anie.201408555

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      The three C's: An efficient rhodium(III)-catalyzed synthesis of 2H-chromenes from N-phenoxyacetamides and cyclopropenes has been developed. The reaction represents the first example of using cyclopropenes as a three-carbon unit in rhodium(III)-catalyzed C(sp2)[BOND]H activations. Preliminary mechanistic investigations are discussed.

    42. Nanotechnology

      Inkjet Printing and Instant Chemical Transformation of a CH3NH3PbI3/Nanocarbon Electrode and Interface for Planar Perovskite Solar Cells (pages 13239–13243)

      Zhanhua Wei, Dr. Haining Chen, Dr. Keyou Yan and Prof. Shihe Yang

      Article first published online: 24 SEP 2014 | DOI: 10.1002/anie.201408638

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      Inkjet-printing solar cells: By designing carbon plus CH3NH3I ink to transform PbI2 in situ to CH3NH3PbI3, an interpenetrating seamless interface between the CH3NH3PbI3 active layer and the C hole-extraction electrode was instantly constructed, resulting in a 11.60 % efficient, planar perovskite solar cell.

    43. C[BOND]H Activation

      Construction of Axial Chirality by Rhodium-Catalyzed Asymmetric Dehydrogenative Heck Coupling of Biaryl Compounds with Alkenes (pages 13244–13247)

      Jun Zheng and Prof. Dr. Shu-Li You

      Article first published online: 24 OCT 2014 | DOI: 10.1002/anie.201408805

      Thumbnail image of graphical abstract

      An axe to grind? Novel axially chiral biaryls were synthesized by the direct C[BOND]H bond olefination of biaryl compounds, using a chiral [Cp*RhIII] catalyst (1), in good to excellent yields and enantioselectivities. The biaryls were found as suitable ligands for rhodium-catalyzed asymmetric conjugate addition reactions.

    44. Polyoxometalates

      A Basic Germanodecatungstate with a −7 Charge: Efficient Chemoselective Acylation of Primary Alcohols (pages 13248–13252)

      Kosei Sugahara, Naoto Satake, Dr. Keigo Kamata, Dr. Takahito Nakajima and Prof. Dr. Noritaka Mizuno

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201405212

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      Charged up: The title germanodecatungstate [γ-HGeW10O36]7− was synthesized under non-aqueous conditions. The activities of germanodecatungstates for base-catalyzed reactions dramatically increased with an increase in the number of negative charges from −6 to −7. In the presence of [γ-HGeW10O36]7−, various combinations of acylating agents and primary alcohols chemoselectively gave the desired acylated products in high yields.

    45. C[BOND]H Oxidation

      Enantioselective Allylic Hydroxylation of ω-Alkenoic Acids and Esters by P450 BM3 Monooxygenase (pages 13253–13257)

      B.Sc. Katharina Neufeld, Birgit Henßen and Prof. Dr. Jörg Pietruszka

      Article first published online: 27 AUG 2014 | DOI: 10.1002/anie.201403537

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      Modern biocatalysts on the rise: The P450 BM3 monooxygenase mutant A74G/L188Q catalyzes the enantioselective allylic hydroxylation of ω-alkenoic acids and esters under mild conditions using O2 as an oxidant. This reaction offers access to important chiral building blocks for the synthesis of biologically active compounds and demonstrates the highest chemo- and enantioselectivity observed to date for the C[BOND]H oxidation of acyclic terminal olefins.

    46. Organocatalysis

      Enantio- and Diastereoselective Access to Distant Stereocenters Embedded within Tetrahydroxanthenes: Utilizing ortho-Quinone Methides as Reactive Intermediates in Asymmetric Brønsted Acid Catalysis (pages 13258–13263)

      M. Sc. Chien-Chi Hsiao, M. Sc. Hsuan-Hung Liao and Prof. Dr. Magnus Rueping

      Article first published online: 6 OCT 2014 | DOI: 10.1002/anie.201406587

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      Procedures for the Brønsted acid catalyzed asymmetric synthesis of 9-substituted tetrahydroxanthenones and 3,9-disubstituted tetrahydroxanthenone derivatives have been developed. The procedures are based on the in situ generation of ortho-quinone methides and their subsequent reaction with 1,3-dicarbonyl compounds. The reaction provides products with a high level of asymmetric induction.

    47. Combined Catalysis | Hot Paper

      Synthesis of Indoles Using Visible Light: Photoredox Catalysis for Palladium-Catalyzed C[BOND]H Activation (pages 13264–13268)

      Dipl.-Chem. Jochen Zoller, M. Sc. David C. Fabry, B. Sc. Meria A. Ronge and Prof. Dr. Magnus Rueping

      Article first published online: 3 OCT 2014 | DOI: 10.1002/anie.201405478

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      Coupling without coinage metals: A combined palladium- and photoredox-catalyzed C[BOND]H olefination serves to synthesize indoles. Using visible light, direct C[BOND]H activation of aromatic enamines leads to a variety of indole derivatives in good yields under mild reaction conditions.

    48. Stable Chlorosilicates

      Synthesis of Chlorosilicates (pages 13269–13272)

      Simon Steinhauer, Dr. Tobias Böttcher, Nico Schwarze, Beate Neumann, Dr. Hans-Georg Stammler and Prof. Dr. Berthold Hoge

      Article first published online: 26 SEP 2014 | DOI: 10.1002/anie.201406311

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      Pentacoordinate chlorosilicates are known to be reactive intermediates. They can be stabilized by the introduction of at least two electron-withdrawing C2F5 groups, which has allowed the characterization of a series of (pentafluoroethyl)chlorosilicates (see example) in solution as well as in the solid state.

    49. Zinc Catalysis

      A Cationic Zinc Hydride Cluster Stabilized by an N-Heterocyclic Carbene: Synthesis, Reactivity, and Hydrosilylation Catalysis (pages 13273–13277)

      Dr. Arnab Rit, Dr. Alessandro Zanardi, Dr. Thomas P. Spaniol, Prof. Dr. Laurent Maron and Prof. Dr. Jun Okuda

      Article first published online: 24 SEP 2014 | DOI: 10.1002/anie.201408346

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      Competition for transition metals: A cationic trinuclear zinc hydride cluster with a Zn3H4 core efficiently catalyzes the hydrosilylation of aldehydes, ketones, and nitriles, and notably also carbon dioxide.

    50. Hydrogenation

      B(C6F5)3-Catalyzed Hydrogenation of Oxime Ethers without Cleavage of the N[BOND]O Bond (pages 13278–13281)

      Jens Mohr and Prof. Dr. Martin Oestreich

      Article first published online: 5 OCT 2014 | DOI: 10.1002/anie.201407324

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      No NO cleavage: Transition-metal-free hydrogenation of oxime ethers with bulky groups at the oxygen atom (R3=tBu and SiiPr3) can be achieved at mild temperatures by using the electron-deficient boron Lewis acid B(C6F5)3 as a catalyst. The reduction is highly chemoselective, leaving the N[BOND]O bond intact. Subsequent fluoride-mediated cleavage of the Si[BOND]O bond (for R3=SiiPr3) provides access to the free hydroxylamines (see scheme).

    51. Lithium Lithiates

      Characterization of a Multicomponent Lithium Lithiate from a Combined X-Ray Diffraction, NMR Spectroscopy, and Computational Approach (pages 13282–13287)

      Dr. Ann-Christin Pöppler, Dr. Markus Granitzka, Dr. Regine Herbst-Irmer, Dr. Yu-Sheng Chen, Prof. Dr. Bo B. Iversen, Dr. Michael John, Dr. Ricardo A. Mata and Prof. Dr. Dietmar Stalke

      Article first published online: 3 OCT 2014 | DOI: 10.1002/anie.201406320

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      Aggregation is more than the sum of its parts! An unusual lithium lithiate, made up from three carbanions, two lithium cations, and a single donor base in the anion and a single lithium cation, and coordinated by two donor base molecules, was investigated in a combined study including X-ray diffraction, NMR spectroscopy, and computational approaches in solution and the solid state. Only the combination of this multitude of methods provides a firm picture of the whole.

    52. Natural Antioxidants

      Short-lived Phenoxyl Radicals Formed from Green-Tea Polyphenols and Highly Reactive Oxygen Species: An Investigation by Time-Resolved EPR Spectroscopy (pages 13288–13292)

      Dr. Dmytro Neshchadin, Dr. Stephen N. Batchelor, Prof. Dr. Itzhak Bilkis and Prof. Dr. Georg Gescheidt

      Article first published online: 24 OCT 2014 | DOI: 10.1002/anie.201407995

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      How does tea fight dangerous radicals? Hydrogen abstraction from catechin and green-tea polyphenols by highly reactive O-centered H-abstracting species was studied at the molecular level and in real time by time-resolved EPR spectroscopy. Our results show that all phenolic OH groups display identical reactivity. Accordingly, statistical (entropic) factors essentially predominate in initial antioxidative events.

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