Angewandte Chemie International Edition

Cover image for Vol. 52 Issue 13

March 25, 2013

Volume 52, Issue 13

Pages 3535–3774

  1. Cover Pictures

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Flashback
    5. Corrigenda
    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: Palladium-Catalyzed Oxidative Cross-Coupling between Heterocycles and Terminal Alkynes with Low Catalyst Loading (Angew. Chem. Int. Ed. 13/2013) (page 3535)

      Dr. Xiaoming Jie, Yaping Shang, Peng Hu and Prof. Dr. Weiping Su

      Version of Record online: 21 FEB 2013 | DOI: 10.1002/anie.201301067

      Thumbnail image of graphical abstract

      The direct alkynylation of electron-rich aromatic heterocycles with terminal alkynes was accomplished in high yields and good selectivity when using a low loading of palladium catalyst, as described by W. Su and co-workers in their Communication on page 3630 ff. A high loading of palladium catalyst led to poor yields because of the undesired homocoupling of alkynes.

    2. You have free access to this content
      Inside Cover: Evidence of Diamond Nanowires Formed inside Carbon Nanotubes from Diamantane Dicarboxylic Acid (Angew. Chem. Int. Ed. 13/2013) (page 3536)

      Dr. Jinying Zhang, Zhen Zhu, Prof. Dr. Yanquan Feng, Hitoshi Ishiwata, Dr. Yasumitsu Miyata, Dr. Ryo Kitaura, Dr. Jeremy E. P. Dahl, Prof. Dr. Robert M. K. Carlson, Dr. Natalie A. Fokina, Prof. Dr. Peter R. Schreiner, Prof. Dr. David Tománek and Prof. Dr. Hisanori Shinohara

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201301042

      Thumbnail image of graphical abstract

      Diamond nanowires are prepared inside carbon nanotubes by thermal annealing of diamantane-4,9-dicarboxylic acid under a hydrogen atmosphere. The synthesis of, and evidence for, diamond nanowires are described by H. Shinohara and co-workers in their Communication on page 3717 ff. The picture shows the filling of diamantane-4,9-dicarboxylic acid into open-capped double-wall carbon nanotubes, thermal annealing in hydrogen atmosphere (red “smoke"), and conversion into diamond nanowires (golden structures).

    3. You have free access to this content
      Inside Back Cover: Ultratough Artificial Nacre Based on Conjugated Cross-linked Graphene Oxide (Angew. Chem. Int. Ed. 13/2013) (page 3775)

      Prof. Qunfeng Cheng, Dr. Mengxi Wu, Prof. Mingzhu Li, Prof. Lei Jiang and Prof. Zhiyong Tang

      Version of Record online: 21 FEB 2013 | DOI: 10.1002/anie.201301081

      Thumbnail image of graphical abstract

      An artificial nacre based on graphene oxide sheets is presented by Q. F. Cheng, M. Z. Li, Z. Y. Tang et al. in their Communication on page 3750 ff. This ultratough material shows excellent mechanical properties and a hierarchical microstructure. The bioinspired strategy involves a new concept for fabricating artificial nacre for such applications as aerospace, flexible supercapacitor electrodes, artificial muscles, and tissue engineering.

    4. You have free access to this content
      Back Cover: Dynamic Photo-Switching in Metal–Organic Frameworks as a Route to Low-Energy Carbon Dioxide Capture and Release (Angew. Chem. Int. Ed. 13/2013) (page 3776)

      Richelle Lyndon, Dr. Kristina Konstas, Prof. Bradley P. Ladewig, Dr. Peter D. Southon, Prof Cameron J. Kepert and Dr. Matthew R. Hill

      Version of Record online: 25 FEB 2013 | DOI: 10.1002/anie.201301126

      Thumbnail image of graphical abstract

      Metal–organic frameworks (MOFs) are ultraporous materials built from clusters of metal atoms joined periodically by organic linker molecules. Their surface areas and tunable surface chemistry make them excellent candidates for the capture of carbon dioxide. In their Communication on page 3695 ff., R. Lyndon, M. R. Hill, et al. report a MOF that has been constructed with light-responsive linker molecules, which are activated upon exposure to light and release the stored carbon dioxide.

  2. Graphical Abstract

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

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Flashback
    5. Corrigenda
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. 50 Years Ago ... (page 3550)

      Version of Record online: 20 MAR 2013 | DOI: 10.1002/anie.201301280

      Angewandte Chemie International Edition was first published in 1962, the mother journal first in 1888. In this monthly flashback, we feature some of the articles that appeared 50 years ago. This look back can open our eyes, stimulate discussion, or even raise a smile.

  4. Corrigenda

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Flashback
    5. Corrigenda
    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
    2. You have free access to this content
      Corrigendum: Transferable Graphene Oxide by Stamping Nanotechnology: Electron-Transport Layer for Efficient Bulk-Heterojunction Solar Cells (page 3553)

      Dr. Dong Hwan Wang, Jung Kyu Kim, Prof. Jung Hwa Seo, Dr. Insun Park, Prof. Byung Hee Hong, Prof. Jong Hyeok Park and Prof. Alan J. Heeger

      Version of Record online: 20 MAR 2013 | DOI: 10.1002/anie.201301549

      This article corrects:
  5. News

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Flashback
    5. Corrigenda
    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. Graphical Abstract
    4. Flashback
    5. Corrigenda
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Claudio Palomo (page 3562)

      Version of Record online: 29 NOV 2012 | DOI: 10.1002/anie.201208009

      Thumbnail image of graphical abstract

      “My favorite way to spend a holiday is fishing. My favorite painter is Joan Miró …” This and more about Claudio Palomo can be found on page 3562.

  7. News

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Flashback
    5. Corrigenda
    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
    2. Cover Pictures
    3. Graphical Abstract
    4. Flashback
    5. Corrigenda
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. From the Molecular World. A Nineteenth-Century Science Fantasy. “SpringerBriefs in History of Chemistry” Series. By Alan J. Rocke. (pages 3565–3567)

      Seymour Mauskopf

      Version of Record online: 6 MAR 2013 | DOI: 10.1002/anie.201210305

      Thumbnail image of graphical abstract

      Springer, 2012. 105 pp., softcover, 53.45 €.—ISBN 978-3642274152

  9. Highlights

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

      Self-Assembling Enzyme Networks—A New Path towards Multistep Bioelectrocatalytic Systems (pages 3568–3569)

      Prof. Dr. Uwe Schröder

      Version of Record online: 13 FEB 2013 | DOI: 10.1002/anie.201300532

      Thumbnail image of graphical abstract

      Enzymes for energy: Recently, an elegant and efficient protein-engineering approach was proposed to create self-assembling enzyme arrays. This approach paves the way for efficient biofuel cells and for complex bioelectrocatalytic processes (general scheme shown; blue: enzyme, red: substrate, green: product).

    2. Synthetic Methodology

      C sp 3[BOND]F Bond Formation: A Free-Radical Approach (pages 3570–3572)

      Prof. Dr. Mukund P. Sibi and Prof. Dr. Yannick Landais

      Version of Record online: 25 FEB 2013 | DOI: 10.1002/anie.201209583

      Thumbnail image of graphical abstract

      Totally rad: Synthetic methods have been developed for the formation of Csp3[BOND]F bonds by reaction of C-centered radicals with fluorine sources. Three complementary strategies, which differ in the mode of generation of the alkyl radical intermediate, are described. These include olefin hydrofluorination, decarboxylative fluorination, and aliphatic C[BOND]H fluorination.

  10. Minireview

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Flashback
    5. Corrigenda
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Boron Chemistry

      Single, Double, Triple Bonds and Chains: The Formation of Electron-Precise B[BOND]B Bonds (pages 3574–3583)

      Prof. Dr. Holger Braunschweig and Dr. Rian D. Dewhurst

      Version of Record online: 30 JAN 2013 | DOI: 10.1002/anie.201208189

      Thumbnail image of graphical abstract

      Boron bond construction: Despite the intense synthetic interest in diboranes and the high B[BOND]B bond enthalpy, the formation of boron–boron bonds is still difficult, uncontrollable, and unpredictable. Methods for B[BOND]B multiple bonds are rarer still. These problems have witnessed some progress in recent years, and recent results are presented along with a background to the history of B[BOND]B bond synthesis. Dip=2,6-diisopropylphenyl, Dur=2,3,5,6-tetramethylphenyl.

  11. Review

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Flashback
    5. Corrigenda
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Photon Upconversion

      Photon-Upconverting Nanoparticles for Optical Encoding and Multiplexing of Cells, Biomolecules, and Microspheres (pages 3584–3600)

      Dr. Hans H. Gorris and Prof. Otto S. Wolfbeis

      Version of Record online: 28 FEB 2013 | DOI: 10.1002/anie.201208196

      Thumbnail image of graphical abstract

      Code makers: Photon-upconverting nanoparticles show multiple emission of visible light under near-IR excitation and thus avoid autofluorescence and light scattering associated with other forms of optical encoding. The emission lines can be tuned individually to yield larger sets and more photostable optical codes than conventional fluorescent codes. A combination of two emission lines each adjusted to four intensity levels yields 15 codes (see picture, background TEM image of NaYF4 nanoparticles).

  12. Communications

    1. Top of page
    2. Cover Pictures
    3. Graphical Abstract
    4. Flashback
    5. Corrigenda
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    1. Colloidal Surfactants

      Janus Micelles as Effective Supracolloidal Dispersants for Carbon Nanotubes (pages 3602–3606)

      Dipl.-Chem. André H. Gröschel, M. Sc. Tina I. Löbling, Prof. Dr. Petar D. Petrov, Dr. Markus Müllner, Dipl.-Chem. Christian Kuttner, Dr. Florian Wieberger and Prof. Dr. Axel H. E. Müller

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201208293

      Thumbnail image of graphical abstract

      Supracolloidal hybrids: Soft polymer-based Janus micelles provide excellent stabilization for multi-walled carbon nanotubes (see scheme) in a variety of solvents, including water. The size ratio of the micelle′s stabilizing corona to adsorbing corona (Janus balance) is decisive for good physisorption and stabilization. The supracolloidal interaction preserves the structural integrity of the nanotubes, which is essential for maintaining their useful properties.

    2. Gas Sensors

      Monitoring Gas Sensors at Work: Operando Raman–FTIR Study of Ethanol Detection by Indium Oxide (pages 3607–3610)

      Sandra Sänze, Dr. Aleksander Gurlo and Prof. Dr. Christian Hess

      Version of Record online: 19 FEB 2013 | DOI: 10.1002/anie.201207258

      Thumbnail image of graphical abstract

      Gas sensors at work: The mode of operation of metal-oxide gas sensors can be studied by simultaneous measurement of the sensor response, adsorbates, changes in the metal-oxide material, and gas-phase composition by operando Raman–FTIR spectroscopy. Depending on the gas environment and temperature, for EtOH sensing by In2O3, a correlation has been found between the sensor signal, presence of adsorbates, oxidation state of the sensor material, and intensity of surface hydroxy groups.

    3. Porous Organic Cage Compounds

      Post-Modification of the Interior of Porous Shape-Persistent Organic Cage Compounds (pages 3611–3615)

      Dipl.-Chem. Markus W. Schneider, Prof. Dr. Iris M. Oppel, Dr. Alexandra Griffin and Dr. Michael Mastalerz

      Version of Record online: 19 FEB 2013 | DOI: 10.1002/anie.201208156

      Thumbnail image of graphical abstract

      Interior decorating: A post-synthetic method allows porous organic cage compounds to be prepared with functionalized interior cavities. The approach produces modified cage compounds in quantitative yield and opens the possibility of preparing organic alloys with different functionality. The solution-based technique shows the advantage of solubility, an inherent property of porous materials derived from discrete organic molecules.

    4. Immunoglycotherapy

      C-4 Modified Sialosides Enhance Binding to Siglec-2 (CD22): Towards Potent Siglec Inhibitors for Immunoglycotherapy (pages 3616–3620)

      Prof. Sørge Kelm, Paul Madge, Dr. Tasneem Islam, Ryan Bennett, Dr. Hendrik Koliwer-Brandl, Dipl.-Chem. Mario Waespy, Prof. Mark von Itzstein and Dr. Thomas Haselhorst

      Version of Record online: 25 FEB 2013 | DOI: 10.1002/anie.201207267

      Thumbnail image of graphical abstract

      Two changes for the better: A novel class of sialic acid derivatives is prepared by modifying both the C-4 and C-9 positions of Neu5Aα2Me (see structure). This approach gives a lead compound that has sub-micromolar affinity for Siglec-2 and may provide a pathway for immunoglycotherapy strategies for autoimmune diseases and B cell derived non-Hodgkin's lymphoma.

    5. Organic–Inorganic Hybrid Compounds

      Layered Nanojunctions for Hydrogen-Evolution Catalysis (pages 3621–3625)

      Yidong Hou, Anders B. Laursen, Jinshui Zhang, Guigang Zhang, Yongsheng Zhu, Prof. Xinchen Wang, Prof. Søren Dahl and Prof. Ib Chorkendorff

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201210294

      Thumbnail image of graphical abstract

      Brought to light: Thin, planar nanojunctions between layered MoS2 and graphitic CN (g-CN) were constructed and allowed fast charge separation across the junction interfaces to facilitate hydrogen photosynthesis. This research represents a proof of concept for the rational fabrication of thin interfacial junctions between co-catalysts and semiconductors having similar layered geometric structures.

    6. Synthetic Methods

      Pyrene-Tagged Dendritic Catalysts Noncovalently Grafted onto Magnetic Co/C Nanoparticles: An Efficient and Recyclable System for Drug Synthesis (pages 3626–3629)

      Dr. Michel Keller, Vincent Collière, Prof. Dr. Oliver Reiser, Dr. Anne-Marie Caminade, Dr. Jean-Pierre Majoral and Dr. Armelle Ouali

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201209969

      Thumbnail image of graphical abstract

      Hold on to your palladium! Phosphines have been grafted on magnetic Co/C nanoparticles through π–π interactions. The resulting Pd complexes showed high activity for Suzuki couplings and the system involving a dendritic ligand was recyclable, allowing the preparation of the drug Felbinac over 12 consecutive runs with minimal Pd leaching. After extraction with CH2Cl2, Felbinac met the requirements of the pharmaceutical industry (<5 ppm Pd).

    7. Dehydrogenative Coupling

      Palladium-Catalyzed Oxidative Cross-Coupling between Heterocycles and Terminal Alkynes with Low Catalyst Loading (pages 3630–3633)

      Dr. Xiaoming Jie, Yaping Shang, Peng Hu and Prof. Dr. Weiping Su

      Version of Record online: 13 FEB 2013 | DOI: 10.1002/anie.201210013

      Thumbnail image of graphical abstract

      Direct: With [Pd2(dba)3] as a catalyst, the direct alkynylation of thiophenes bearing a variety of substituents has been accomplished by using terminal alkynes as alkynylating reagents. This protocol is also applicable to other electron-rich aromatic heterocycles. dba=dibenzylidenacetone.

    8. Dioxygen Activation

      Photoassisted Generation of a Dinuclear Iron(III) Peroxo Species and Oxygen-Atom Transfer (pages 3634–3637)

      Dr. Frédéric Avenier, Dr. Christian Herrero, Dr. Winfried Leibl, Dr. Alain Desbois, Dr. Régis Guillot, Prof. Jean-Pierre Mahy and Prof. Ally Aukauloo

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201210020

      Thumbnail image of graphical abstract

      Closing the loop: Light absorption by a sensitizer–diiron(III) complex in the presence of a sacrificial electron donor and subsequent exposure to O2 led to the formation of the corresponding active diiron(III)–peroxo species, which can transfer an oxygen atom to a substrate (see scheme).

    9. Synthetic Methods

      Synthesis of Oxindoles by Iron-Catalyzed Oxidative 1,2-Alkylarylation of Activated Alkenes with an Aryl C(sp2)[BOND]H Bond and a C(sp3)[BOND]H Bond Adjacent to a Heteroatom (pages 3638–3641)

      Dr. Wen-Ting Wei, Dr. Ming-Bo Zhou, Jian-Hong Fan, Wei Liu, Ren-Jie Song, Yu Liu, Ming Hu, Peng Xie and Prof. Dr. Jin-Heng Li

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201210029

      Thumbnail image of graphical abstract

      Difunctionalization: Inexpensive and environmentally benign FeCl3 catalyzes the oxidative 1,2-alkylarylation of activated alkenes with an aryl C(sp2)[BOND]H bond and a C(sp3)[BOND]H bond adjacent to a heteroatom. This reaction is a new strategy for the synthesis of oxindoles and makes use of DBU as ligand and TBHP as oxidant (see scheme, TBHP=tert-butyl hydrogenperoxide).

    10. Natural Products

      Total Syntheses of (−)-Acutumine and (−)-Dechloroacutumine (pages 3642–3645)

      Sandra M. King, Nicholas A. Calandra and Dr. Seth B. Herzon

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201210076

      Thumbnail image of graphical abstract

      One route fits all: Syntheses of the title complex tetracyclic alkaloids are described. The routes feature the strategic application of 5-trimethylsilylcyclopentadiene, a selective hydrostannylation of a complex enyne, a Hosomi–Sakurai cyclization to form the skeleton of the targets, an allylic formate rearrangement to construct the spirocyclopentenone rings, and a selective hydrogenation to establish the alkyl chloride functional group of (−)-acutumine.

    11. Natural Product Synthesis

      Stereocontrolled Synthesis of Trichodermatide A (pages 3646–3649)

      Prof. Dr. Hiroki Shigehisa, Yoshihiro Suwa, Naho Furiya, Yuki Nakaya, Minoru Fukushima, Dr. Yusuke Ichihashi and Prof. Dr. Kou Hiroya

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201210099

      Thumbnail image of graphical abstract

      Hard core made easy: The pentacyclic core of trichodermatide A was stereoselectively synthesized from a bis(1,3-cyclohexanedione) derivative by a ring-closing reaction followed by an intramolecular ketal formation (see scheme; PPTS=pyridinium p-toluenesulfonate). The first total synthesis of trichodermatide A was then completed by the introduction of three hydroxy groups.

      Corrected by:

      Corrigendum: Corrigendum: Stereocontrolled Synthesis of Trichodermatide A

      Vol. 54, Issue 43, 12537, Version of Record online: 14 OCT 2015

    12. Analytical Methods

      Metabolic Differences in Microbial Cell Populations Revealed by Nanophotonic Ionization (pages 3650–3653)

      Dr. Bennett N. Walker, Cory Antonakos, Dr. Scott T. Retterer and Prof. Akos Vertes

      Version of Record online: 27 FEB 2013 | DOI: 10.1002/anie.201207348

      Thumbnail image of graphical abstract

      Playing (yeast) laser tag: Laser desorption ionization mass spectrometry (LDI-MS) with nanopost arrays (NAPA, see scheme) was shown to quantitatively analyze trace amounts of intracellular metabolites from single cells of Saccharomyces cerevisiae (baker's yeast). The upregulation and downregulation of metabolites because of external stress (such as oxidative stress) are also observed, even at the single-cell level.

    13. Heterogeneous Catalysis

      A Mesoporous-Silica-Immobilized Oxovanadium Cocatalyst for the Lipase-Catalyzed Dynamic Kinetic Resolution of Racemic Alcohols (pages 3654–3658)

      Dr. Masahiro Egi, Koji Sugiyama, Moriaki Saneto, Ryosuke Hanada, Dr. Katsuya Kato and Prof. Dr. Shuji Akai

      Version of Record online: 19 FEB 2013 | DOI: 10.1002/anie.201208988

      Thumbnail image of graphical abstract

      V for resolution: A new oxovanadium catalyst (V-MPS; see scheme) immobilized in the pores of mesoporous silica has been developed. The combined use of V-MPS and lipases achieved the dynamic kinetic resolution of a wide range of racemic alcohols (1 or 2) to produce optically active esters 3 in high chemical and optical yields. The paired catalysts retained high catalytic activity when reused up to six times.

    14. Natural Products

      Epoxide-Opening Cascades Triggered by a Nicholas Reaction: Total Synthesis of Teurilene (pages 3659–3662)

      Julio Rodríguez-López, Dr. Fernando Pinacho Crisóstomo, Dr. Nuria Ortega, Prof. Matías López-Rodríguez, Prof. Víctor S. Martín and Dr. Tomás Martín

      Version of Record online: 21 FEB 2013 | DOI: 10.1002/anie.201209159

      Thumbnail image of graphical abstract

      Natural inspiration: Based on the biosynthesis of squalene-derived polyethers, a total synthesis of teurilene is described. The carbocation formation in the Nicholas reaction serves to control the initiation of a polyepoxide ring-opening cascade. The three furan rings present in teurilene were obtained in excellent yield in one step. Boc=tert-butoxycarbonyl, TMS=trimethylsilyl.

    15. Cooperative Catalysis

      Arylamine-Catalyzed Enamine Formation: Cooperative Catalysis with Arylamines and Acids (pages 3663–3667)

      Yongming Deng, Dr. Lu Liu, Ryan G. Sarkisian, Prof. Kraig Wheeler, Hong Wang and Prof. Zhenghu Xu

      Version of Record online: 25 FEB 2013 | DOI: 10.1002/anie.201209268

      Thumbnail image of graphical abstract

      Powerful combination: Arylamines and metal Lewis acids are used as catalysts in the highly chemo- and enantioselective three-component inverse-electron-demand aza-Diels–Alder reaction of cyclic ketones with enones. The enantioselectivity is introduced by a simple chiral anion (see scheme). Arylamines can also serve as effective enamine catalysts in combination with either a metal Lewis acid or a Brønsted acid.

    16. Domino Reaction

      Efficient Synthesis of Helical Tetrasubstituted Alkenes as Potential Molecular Switches: A Two-Component Palladium-Catalyzed Triple Domino Process (pages 3668–3671)

      Prof. Dr. Lutz F. Tietze, Tim Hungerland, Christoph Eichhorst, Dr. Alexander Düfert, Christian Maaß and Prof. Dr. Dietmar Stalke

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201209510

      Thumbnail image of graphical abstract

      Fast and easy: Various helical tetrasubstituted alkenes were synthesized by a palladium-catalyzed domino process. The domino process consists of a Sonogashira reaction, a carbopalladation, and a direct C[BOND]H functionalization.

    17. Synthetic Methods

      Aerobic Oxidative Heck/Dehydrogenation Reactions of Cyclohexenones: Efficient Access to meta-Substituted Phenols (pages 3672–3675)

      Yusuke Izawa, Dr. Changwu Zheng and Prof. Shannon S. Stahl

      Version of Record online: 19 FEB 2013 | DOI: 10.1002/anie.201209457

      Thumbnail image of graphical abstract

      Jockeying for the (meta)position: A new dicationic palladium(II) catalyst, employing a 6,6′-dimethyl-2,2′-bipyridine ligand, promotes both the aerobic oxidative Heck coupling and dehydrogenation reactions of cyclohexenones. These reactions may be combined in a one-pot sequence to enable the straightforward synthesis of meta-substituted phenols (see scheme).

    18. Organometallic Catalysis

      Iron-Catalyzed, Atom-Economical, Chemo- and Regioselective Alkene Hydroboration with Pinacolborane (pages 3676–3680)

      Lei Zhang, Dongjie Peng, Dr. Xuebing Leng and Prof. Dr. Zheng Huang

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201210347

      Thumbnail image of graphical abstract

      Precious iron: A new PNN iron complex has been developed for use in an iron-catalyzed alkene hydroboration reaction under mild conditions. The environmentally friendly and earth-abundant iron catalyst system is superior to precious-metal systems in terms of efficiency and selectivity for α-olefin hydroborations with pinacolborane.

    19. Heterogeneous Catalysis

      Monodisperse AgPd Alloy Nanoparticles and Their Superior Catalysis for the Dehydrogenation of Formic Acid (pages 3681–3684)

      Sen Zhang, Dr. Önder Metin, Dr. Dong Su and Dr. Shouheng Sun

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201300276

      Thumbnail image of graphical abstract

      A facile approach to the composition-controlled synthesis of monodisperse 2.2 nm AgPd alloy nanoparticles (NPs) is reported. The 2.2 nm AgPd NPs are highly active and durable catalysts for the dehydrogenation of formic acid. The study proves the unique approach in using alloying effects to enhance the catalytic activity of the NPs for hydrogen generation from formic acid (see picture).

    20. Synthetic Methods

      Enantioselective Iridium-Catalyzed Hydrogenation of 1- and 3-Substituted Isoquinolinium Salts (pages 3685–3689)

      Zhi-Shi Ye, Ran-Ning Guo, Xian-Feng Cai, Mu-Wang Chen, Lei Shi and Prof. Yong-Gui Zhou

      Version of Record online: 19 FEB 2013 | DOI: 10.1002/anie.201208300

      Thumbnail image of graphical abstract

      Asymmetric hydrogenation: The title reaction provides an efficient and rapid access to chiral 1- and 3-substituted 1,2,3,4-tetrahydroisoquinolines with excellent enantioselectivity (see scheme; L=ligand). A preliminary mechanistic study indicates that the 1,2-hydride addition might be the initial step in the reaction. The method has been used in the synthesis of urinary antispasmodic drug (+)-solifenacin.

    21. Self-Assembly

      Supramolecular Ladders from Dimeric Cucurbit[6]uril (pages 3690–3694)

      Dr. James B. Wittenberg, Dr. Peter Y. Zavalij and Prof. Dr. Lyle Isaacs

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201300404

      Thumbnail image of graphical abstract

      Climbing the cucurbit ladder: Cucurbit[6]uril dimers (connected gray cylinders; see scheme) were prepared by condensation of glycoluril hexamer with the appropriate tetraaldehydes. The self-assembly process between these dimers and oligoviologen compounds (blue) in water leads to a supramolecular ladder with the dimensions and molecular weight typical of small proteins.

    22. Metal–Organic Frameworks

      Dynamic Photo-Switching in Metal–Organic Frameworks as a Route to Low-Energy Carbon Dioxide Capture and Release (pages 3695–3698)

      Richelle Lyndon, Dr. Kristina Konstas, Prof. Bradley P. Ladewig, Dr. Peter D. Southon, Prof Cameron J. Kepert and Dr. Matthew R. Hill

      Version of Record online: 10 FEB 2013 | DOI: 10.1002/anie.201206359

      Thumbnail image of graphical abstract

      Like wringing out a sponge, a metal–organic framework loaded with structure-changing light-responsive groups can squeeze out captured CO2. Because of the groups being structurally integral, there is oscillation between native and excited states. Pairing with CO2 capture from coal-based power generation could reduce the parasitic energy load of adsorbent regeneration.

    23. Homonuclear Carbides

      [(μ-C){Re(CO)2(η-C5H5)}2]: A Surprisingly Simple Bimetallic Carbido Complex (pages 3699–3702)

      Dr. Rowan D. Young, Prof. Dr. Anthony F. Hill, Dr. Germán E. Cavigliasso and Prof. Dr. Robert Stranger

      Version of Record online: 19 FEB 2013 | DOI: 10.1002/anie.201207731

      Thumbnail image of graphical abstract

      It's easy to C: The reaction of [Re(CO)2(CS)(η-C5H5)] with [Re(CO)2(thf)(η-C5H5)] affords the disulfur complex [Re(CO)22-S2)(η-C5H5)] and the remarkably simple μ-carbido complex [(μ-C){Re(CO)2(η-C5H5)}2], which has been structurally characterized and computationally investigated (see picture; black C, white H, red O, green Re).

    24. Protein Expression

      Three-in-One Chromatography-Free Purification, Tag Removal, and Site-Specific Modification of Recombinant Fusion Proteins Using Sortase A and Elastin-like Polypeptides (pages 3703–3708)

      Joseph J. Bellucci, Dr. Miriam Amiram, Dr. Jayanta Bhattacharyya, Prof. Dewey McCafferty and Prof. Ashutosh Chilkoti

      Version of Record online: 19 FEB 2013 | DOI: 10.1002/anie.201208292

      Thumbnail image of graphical abstract

      Sorting it out: Applied in tandem, elastin-like polypeptides (ELPs, see scheme) and the Sortase A (SrtA) transpeptidase provide a method for chromatography-free purification of recombinant proteins and optional, site-specific conjugation of the protein to a small molecule (yellow). This system provides an efficient mechanism for generating bioactive proteins at high yields and purities.

    25. Protein–Protein Interactions

      Directional Selection Precedes Conformational Selection in Ubiquitin–UIM Binding (pages 3709–3711)

      Dr. Dong Long and Prof. Dr. Rafael Brüschweiler

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201208683

      Thumbnail image of graphical abstract

      Meeting your match: The early molecular recognition event of ubiquitin with the ubiquitin-interacting motif (UIM) of Hrs protein starts out with a directional bias in the position of UIM, increasingly favoring directions facing the binding interface of ubiquitin as the distance decreases (see figure). This process, which is driven by electrostatic long-range interactions, precedes an internal conformational population shift.

    26. DNA Structure

      Effective Chiral Discrimination of Tetravalent Polyamines on the Compaction of Single DNA Molecules (pages 3712–3716)

      Prof. Dr. Yuko Yoshikawa, Dr. Naoki Umezawa, Yuki Imamura, Prof. Dr. Toshio Kanbe, Dr. Nobuki Kato, Prof. Dr. Kenichi Yoshikawa, Prof. Dr. Tadayuki Imanaka and Prof. Dr. Tsunehiko Higuchi

      Version of Record online: 25 FEB 2013 | DOI: 10.1002/anie.201209144

      Thumbnail image of graphical abstract

      Normal doughnuts or lots of little ones? Among four stereoisomers of a tetravalent polyamine, the isomer pictured was the most potent at inducing DNA compaction, whereby the DNA molecules adopted a unique morphology of minitoroid clusters. The nonchiral polyamine spermine induced the formation of typical, larger toroidal structures.

    27. Nanodiamonds

      Evidence of Diamond Nanowires Formed inside Carbon Nanotubes from Diamantane Dicarboxylic Acid (pages 3717–3721)

      Dr. Jinying Zhang, Zhen Zhu, Prof. Dr. Yanquan Feng, Hitoshi Ishiwata, Dr. Yasumitsu Miyata, Dr. Ryo Kitaura, Dr. Jeremy E. P. Dahl, Prof. Dr. Robert M. K. Carlson, Dr. Natalie A. Fokina, Prof. Dr. Peter R. Schreiner, Prof. Dr. David Tománek and Prof. Dr. Hisanori Shinohara

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201209192

      Thumbnail image of graphical abstract

      Carbon is a girl′s best friend: Carbon-based nanowires have been produced during thermal annealing of diamantane-4,9-dicarboxylic acid in carbon nanotubes under hydrogen atmosphere (see scheme). HR-TEM images, Raman spectra, and structural transformations observed under an intense electron beam suggest that the as-produced carbon-based nanowires are sp3 diamond nanowires, consistent with our computational results.

    28. Energy Storage

      Controlled Electrochemical Charge Injection to Maximize the Energy Density of Supercapacitors (pages 3722–3725)

      Zhe Weng, Prof. Feng Li, Dr. Da-Wei Wang, Dr. Lei Wen and Prof. Hui-Ming Cheng

      Version of Record online: 19 FEB 2013 | DOI: 10.1002/anie.201209259

      Thumbnail image of graphical abstract

      Maximized energy density: Controlled electrochemical charge injection (ECI) can be used for maximizing the energy density of supercapacitors (SCs). The electrode potential is tuned by the surface chemical structure of the electrode material to increase both the working voltage and the specific capacity of the SCs. As a result, the energy density of carbon SCs is significantly improved close to the level of lithium-ion batteries (see picture).

    29. Nanoparticle Self-Assembly

      Size-Dependent Electrostatic Chain Growth of pH-Sensitive Hairy Nanoparticles (pages 3726–3730)

      Prof. Haibing Xia, Ge Su and Prof. Dayang Wang

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201209304

      Thumbnail image of graphical abstract

      Big and small, short and tall: Nanoparticles (NPs) coated with pH-sensitive polymers underwent reversible chain growth as a result of varying electrostatic interparticle repulsion as determined by the pH value. Tuning of the pH value also enabled the coupling of differently sized NPs to form linear composite chains reminiscent of block copolymers (see picture).

    30. Methane Oxidation

      Efficient Oxidation of Methane to Methanol by Dioxygen Mediated by Tricopper Clusters (pages 3731–3735)

      Prof. Dr. Sunney I. Chan, Yu-Jhang Lu, Dr. Penumaka Nagababu, Dr. Suman Maji, Mu-Cheng Hung, Marianne M. Lee, Prof. Dr. I-Jui Hsu, Pham Dinh Minh, Jeff C.-H. Lai, Kok Yoah Ng, Sridevi Ramalingam, Prof. Dr. Steve S.-F. Yu and Prof. Dr. Michael K. Chan

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201209846

      Thumbnail image of graphical abstract

      TONs of copper fun: There is considerable interest in developing catalysts to harness the abundant natural supply of methane for various industrial applications. Two tricopper complexes capable of mediating efficient oxidation of methane to methanol under ambient conditions were tested: a biomimetic tricopper complex (see figure) and a tricopper-peptide species derived from the particulate methane monooxygenase (pMMO) protein.

    31. Synthetic Methods

      A Soft Vinyl Enolization Approach to α-Acylvinyl Anions: Direct Aldol/Aldol Condensation Reactions of (E)-β-Chlorovinyl Ketones (pages 3736–3740)

      Dr. Hun Young Kim, Jian-Yuan Li and Prof. Dr. Kyungsoo Oh

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201209876

      Thumbnail image of graphical abstract

      Synthesizing the synthons: The development of α-acylvinyl anion synthons has been achieved using direct α-vinyl enolization of α,β-unsaturated ketones under mild reaction conditions. The synthetic utility of such synthons has been demonstrated in intermolecular aldol and aldol condensation reactions, which provide synthetically useful allenyl ketone and enyne derivatives.

    32. Functional Nanoparticles

      Core–Shell Noble-Metal@Metal-Organic-Framework Nanoparticles with Highly Selective Sensing Property (pages 3741–3745)

      Liangcan He, Yong Liu, Jingzhu Liu, Yansong Xiong, Jianzhong Zheng, Prof. Yaling Liu and Prof. Zhiyong Tang

      Version of Record online: 18 FEB 2013 | DOI: 10.1002/anie.201209903

      Thumbnail image of graphical abstract

      Of cores! Core–shell Au@metal-organic-framework-5 (MOF-5) nanoparticles (NPs), in which a single Au NP core is coated with a uniform MOF-5 shell, were prepared by a facile one-pot method. The diameter of the Au NP core and the thickness of the MOF-5 shell are easily tuned by controlling the reaction conditions. These nanoparticles are selective sensors of CO2 in gas mixtures.

    33. Porous Molecular Solids

      Kinetically Controlled Porosity in a Robust Organic Cage Material (pages 3746–3749)

      Dr. Antonio Avellaneda, Dr. Peter Valente, Dr. Alexandre Burgun, Jack D. Evans, Adrian W. Markwell-Heys, Damien Rankine, Dr. David J. Nielsen, Dr. Matthew R. Hill, Dr. Christopher J. Sumby and Dr. Christian J. Doonan

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201209922

      Thumbnail image of graphical abstract

      Won by the hare: A new crystalline microporous solid was prepared that is composed of discrete organic cages made entirely from carbon–carbon bonds. The porosity of this material can be controlled by simple kinetic methods, which afford reproducible access to either a non-porous or porous polymorph.

    34. Artificial Nacre

      Ultratough Artificial Nacre Based on Conjugated Cross-linked Graphene Oxide (pages 3750–3755)

      Prof. Qunfeng Cheng, Dr. Mengxi Wu, Prof. Mingzhu Li, Prof. Lei Jiang and Prof. Zhiyong Tang

      Version of Record online: 11 FEB 2013 | DOI: 10.1002/anie.201210166

      Thumbnail image of graphical abstract

      Inspired by natural nacre, layered composites based on graphene oxide (GO) and 10,12-pentacosadiyn-1-ol (PCDO) have been successfully fabricated. PCDO molecules are grafted onto GO sheets and cross-linked with each other, resulting in a superior toughness that is two times higher than that of the natural nacre.

    35. Supramolecular Chemistry

      Multiple Lanthanide Helicate Clusters and the Effects of Anions on Their Configuration (pages 3756–3759)

      Bei Wang, Dr. Zhipeng Zang, Haihong Wang, Dr. Wei Dou, Dr. Xiaoliang Tang, Prof. Weisheng Liu, Yongliang Shao, Dr. Jingxin Ma, Prof. Dr. Yizhi Li and Dr. Jiang Zhou

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201210172

      Thumbnail image of graphical abstract

      Shaping up your clusters: Two supramolecular clusters of multiple lanthanide helicates have been synthesized. Cluster structure is controlled by the choice of anion, with tetrahedral ClO4 producing larger circular helicates, and trigonal-planar NO3 leading to a compact quadruple-stranded helicate (see picture).

    36. Structure Elucidation

      Borylated Dibenzoborepin: Synthesis by Skeletal Rearrangement and Photochromism Based on Bora-Nazarov Cyclization (pages 3760–3764)

      Dr. Azusa Iida, Dr. Shohei Saito, Prof. Dr. Takahiro Sasamori and Prof. Dr. Shigehiro Yamaguchi

      Version of Record online: 20 FEB 2013 | DOI: 10.1002/anie.201210236

      Thumbnail image of graphical abstract

      It's a boron kind of magic: A complex reaction sequence involving a skeletal rearrangement leads to 10-dimesitylboryl-substituted dibenzoborepin in a one-pot transformation in good yield. The borylborepin shows remarkable photochromic properties and undergoes a bora-Nazarov cyclization to give a deep-blue compound with an allyl cation-like C[BOND]B[BOND]C substructure.

    37. C[BOND]H Functionalization

      Redox-Neutral Copper(II) Carboxylate Catalyzed α-Alkynylation of Amines (pages 3765–3769)

      Deepankar Das, Aaron X. Sun and Prof. Dr. Daniel Seidel

      Version of Record online: 25 FEB 2013 | DOI: 10.1002/anie.201300021

      Thumbnail image of graphical abstract

      Cocktail of three: A new strategy for iminium ion isomerization was applied to the direct, redox-neutral α-alkynylation of amines. Copper(II) 2-ethylhexanoate [Cu(2-EH)2] was identified as the optimal catalyst for this three-component coupling reaction of secondary amines, aldehydes, and alkynes. MW=microwave.

    38. Organic Frameworks

      A Squaraine-Linked Mesoporous Covalent Organic Framework (pages 3770–3774)

      Dr. Atsushi Nagai, Xiong Chen, Xiao Feng, Xuesong Ding, Dr. Zhaoqi Guo and Prof. Dr. Donglin Jiang

      Version of Record online: 21 FEB 2013 | DOI: 10.1002/anie.201300256

      Thumbnail image of graphical abstract

      π in the sky: A squaraine-linked, conjugated two-dimensional porphyrin covalent organic framework (COF; see scheme; C: gray, H: white, N: blue, Cu: red) was synthesized. Owing to the π-conjugated linkage together with the eclipsed stacking of the units, this COF exhibits enhanced chemical and thermal stabilities. It absorbs a broad range of light, from the ultraviolet to the visible, and near-infrared regions, and shows potential as a photocatalyst.

SEARCH

SEARCH BY CITATION