Angewandte Chemie International Edition

Cover image for Vol. 49 Issue 33

August 2, 2010

Volume 49, Issue 33

Pages 5583–5801

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. Cover Picture: RNA Dynamics by Design: Biasing Ensembles Towards the Ligand-Bound State (Angew. Chem. Int. Ed. 33/2010) (page 5583)

      Andrew C. Stelzer, Jeremy D. Kratz, Qi Zhang and Hashim M. Al-Hashimi

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201003852

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      The rational design of biomolecular structures with prescribed dynamic properties is an outstanding challenge in structural biology. In their Communication on page 5731 ff., H. M. Al-Hashimi and co-workers use a single A-U to G-C mutation to rationally alter the dynamic characteristics of the transactivation response element (TAR) RNA so that it mimics its bound state with the ligand argininamide. A thermodynamic topological framework emerges for designing local and global aspects of RNA dynamics at atomic resolution.

  2. Inside Cover

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. Inside Cover: Catalytic Selective Cyclizations of Aminocyclopropanes: Formal Synthesis of Aspidospermidine and Total Synthesis of Goniomitine (Angew. Chem. Int. Ed. 33/2010) (page 5584)

      Filippo De Simone, Jürg Gertsch and Jérôme Waser

      Article first published online: 22 JUN 2010 | DOI: 10.1002/anie.201003240

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      Selective cyclization of aminocyclopropanes on either the N1 or C3 positions of the indole ring is described by J. Waser and co-workers in their Communication on page 5767 ff. This methodology was used in the synthesis of the Apocynaceae alkaloids. A copper(I) catalyst gave access to the core of aspidospermidine, and a Brønsted acid was used in the total synthesis of goniomitine, which demonstrated significant cytotoxicity against tumor cell lines (IC50=150–400 nM).

  3. Graphical Abstract

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. Graphical Abstract: Angew. Chem. Int. Ed. 33/2010 (pages 5587–5597)

      Article first published online: 28 JUL 2010 | DOI: 10.1002/anie.201090102

  4. Corrigendum

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. You have free access to this content
      Corrigendum: Exploring the Reactivity of Carbon(0)/Borane-Based Frustrated Lewis Pairs (page 5597)

      Manuel Alcarazo, Catherine Gomez, Sigrid Holle and Richard Goddard

      Article first published online: 28 JUL 2010 | DOI: 10.1002/anie.201090103

      This article corrects:

      Exploring the Reactivity of Carbon(0)/Borane-Based Frustrated Lewis Pairs

      Vol. 49, Issue 33, 5788–5791, Article first published online: 2 JUL 2010

  5. News

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
  6. Author Profile

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. David O'Hagan (page 5604)

      Article first published online: 20 JUL 2010 | DOI: 10.1002/anie.201002846

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      “When I was eighteen I wanted to o play football for Scotland. The greatest scientific advance of the last 50 years is the way biology is becoming a molecular science (chemistry) …” This and more about David O'Hagan can be found on page 5604.

  7. Book Review

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. Fluorinated Heterocyclic Compounds. Synthesis, Chemistry and Applications. Edited by Viacheslav A. Petrov. (page 5605)

      George Weaver

      Article first published online: 19 JUL 2010 | DOI: 10.1002/anie.201003132

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      John Wiley & Sons, Hoboken 2009. 516 pp., hardcover, € 105.00.—ISBN 978-0470452110

  8. Obituary

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
  9. Highlights

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. Ionic Liquids

      Ionic Liquids with a Twist: New Routes to Liquid Salts (pages 5608–5609)

      Ralf Giernoth

      Article first published online: 2 JUL 2010 | DOI: 10.1002/anie.201002393

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      Melting without heat: Attempts to design new ionic liquids (often functionalized) often lead to only “ionic solids”. Two recent studies demonstrate very promising and viable ways to “liquify” systems that are based on the common structural motifs that still dominate the literature (see picture; Tf2N=bis(trifluoromethylsulfonyl)imide.

    2. Nanomaterials

      Structural Stability of High-Pressure Polymorphs in In2O3 Nanocrystals: Evidence of Stress-Induced Transition? (pages 5610–5612)

      Aleksander Gurlo

      Article first published online: 2 JUL 2010 | DOI: 10.1002/anie.201000488

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      Size matters: Both high-pressure and nanoscale syntheses can lead to the same indium oxide polymorph. Recent work by Farvid et al. provide an explanation: metastable high-pressure rh-In2O3 is stabilized by surface forces in nanoscale particles, whereas in larger particles only the stable cubic c-In2O3 polymorph exists; this is evident in the energy diagrams.

  10. Minireview

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. Natural Product Synthesis

      In Pursuit of a Competitive Target: Total Synthesis of the Antibiotic Kendomycin (pages 5614–5626)

      Harry J. Martin, Thomas Magauer and Johann Mulzer

      Article first published online: 16 JUN 2010 | DOI: 10.1002/anie.201000227

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      The ‘ansa’ my friend: Kendomycin (see structure; O red, C gray) is a carbacyclic ansa compound having unusual structural features and extremely diverse biological activity. This Minireview provides a chronological and comprehensive portrayal of the synthetic work on the synthesis of the title compound from eight research groups. Thus far, five total syntheses and a number of fragment syntheses have been reported.

  11. Review

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. Amyloid Toxicity

      Amyloidogenic Protein–Membrane Interactions: Mechanistic Insight from Model Systems (pages 5628–5654)

      Sara M. Butterfield and Hilal A. Lashuel

      Article first published online: 12 JUL 2010 | DOI: 10.1002/anie.200906670

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      Mutual disruption: Model systems have been used to investigate the mechanisms by which membrane surfaces influence the folding, oligomerization, and fibril formation of amyloidogenic proteins, and by which these oligomeric protein structures in turn disrupt membrane structural integrity (see picture). These studies have uncovered a number of key mechanistic features that contribute to cytotoxicity.

  12. Communications

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Book Review
    9. Obituary
    10. Highlights
    11. Minireview
    12. Review
    13. Communications
    14. Preview
    1. Water Splitting

      A Coupling Strategy to Produce Hydrogen and Ethylene in a Membrane Reactor (pages 5656–5660)

      Heqing Jiang, Zhengwen Cao, Steffen Schirrmeister, Thomas Schiestel and Jürgen Caro

      Article first published online: 10 JUN 2010 | DOI: 10.1002/anie.201000664

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      Burns at both ends: By coupling water splitting and ethane dehydrogenation in a perovskite (BCFZ; BaCoxFeyZr1−xyO3−δ) oxygen-permeable membrane reactor, hydrogen from water splitting was obtained on one side of the membrane, and ethylene was produced simultaneously on the other.

    2. “Heavy” Hydrogen Cyanide

      Bonding in the Heavy Analogue of Hydrogen Cyanide: The Curious Case of Bridged HPSi (pages 5661–5664)

      Valerio Lattanzi, Sven Thorwirth, DeWayne T. Halfen, Leonie Anna Mück, Lucy M. Ziurys, Patrick Thaddeus, Jürgen Gauss and Michael C. McCarthy

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.201001938

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      Curiouser and curiouser: By combining high-resolution molecular spectroscopy in the centimeter and millimeter wave regions, and high-level coupled-cluster quantum-chemical calculations, the structure of the HPSi molecule has been determined. The bridged geometry of HPSi is in remarkable contrast to that of the C and/or N analogues, such as HCN/HNC, HCP, and HNSi, which are all linear.

    3. DNA Nanofunctional Units

      Selective dsDNA-Templated Formation of Copper Nanoparticles in Solution (pages 5665–5667)

      Alexandru Rotaru, Subrata Dutta, Elmar Jentzsch, Kurt Gothelf and Andriy Mokhir

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.200907256

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      A helping strand: A method to selectively form copper nanoparticles in solution using double-stranded DNA has been developed. The size of the nanoparticles is controlled by the length of the dsDNA template, and single-stranded DNA did not act as a template (see scheme). Single-stranded overhangs in dsDNA were used to prepare a nanostructure in which two metallized dsDNA segments were linked together by a nonmetallized rigid linker.

    4. Boron Chemistry

      B19: An Aromatic Wankel Motor (pages 5668–5671)

      J. Oscar C. Jiménez-Halla, Rafael Islas, Thomas Heine and Gabriel Merino

      Article first published online: 6 JUL 2010 | DOI: 10.1002/anie.201001275

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      The magic roundabout: The B19 cluster behaves like a molecular Wankel engine (see picture) in which the two concentric boron rings rotate in opposite directions. During the rotation the cluster remains planar owing to a marginal rotational energy barrier.

    5. Small-Ring Systems

      A Versatile and Stereoselective Synthesis of Functionalized Cyclobutenes (pages 5672–5676)

      Frédéric Frébault, Marco Luparia, Maria Teresa Oliveira, Richard Goddard and Nuno Maulide

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201000911

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      Square flat: A new atom-economical method for the synthesis of functionalized cyclobutenes has been developed. This versatile sequence hinges upon a unique combination of an elegant photochemical isomerization and a palladium-catalyzed alkylation, and converts the readily available, “flat” aromatic 2-pyrone into a variety of functionalized products with exquisite stereoselectivity.

    6. Polymorphism

      The Structures of δ-PdCl2 and γ-PdCl2: Phases with Negative Thermal Expansion in One Direction (pages 5677–5682)

      Jürgen Evers, Wolfgang Beck, Michael Göbel, Stefanie Jakob, Peter Mayer, Gilbert Oehlinger, Marianne Rotter and Thomas M. Klapötke

      Article first published online: 2 JUL 2010 | DOI: 10.1002/anie.201000680

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      Phase up to reality: In the tetramorphic PdCl2 system, three of the four phases show a negative thermal expansion in one direction. The two high-temperature phases, α-PdCl2 and δ-PdCl2 (see picture; left), contain planar ribbons of edge-connected PdCl4 squares. The low-temperature phase, γ-PdCl2 (right), has corrugated layers of corner-connected PdCl4 squares. It is a link between the ribbon structures (α and δ) and the cluster structure (β) which shows a normal thermal behavior.

    7. Heterogeneous Collapse

      EPR Spectroscopic Characterization of Local Nanoscopic Heterogeneities during the Thermal Collapse of Thermoresponsive Dendronized Polymers (pages 5683–5687)

      Matthias J. N. Junk, Wen Li, A. Dieter Schlüter, Gerhard Wegner, Hans W. Spiess, Afang Zhang and Dariush Hinderberger

      Article first published online: 2 JUL 2010 | DOI: 10.1002/anie.201001469

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      The collapse transition of thermoresponsive dendronized polymers was characterized on a molecular scale by CW EPR spectroscopy. Aggregation of the polymer is triggered by dynamic structural inhomogeneities of a few nanometers, and the dehydration of the polymer chains proceeds, despite the sharp phase transition, over a temperature interval of at least 30 °C (see picture).

    8. Rare Earths Compounds

      Planar Fe6 Cluster Units in the Crystal Structure of RE15Fe8C25 (RE=Y, Dy, Ho, Er) (pages 5688–5692)

      Bambar Davaasuren, Horst Borrmann, Enkhtsetseg Dashjav, Guido Kreiner, Michael Widom, Walter Schnelle, Frank R. Wagner and Rüdiger Kniep

      Article first published online: 6 JUL 2010 | DOI: 10.1002/anie.201002338

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      News from Fe[BOND]C: The title ternary rare-earth compounds contain planar (magnetic) Fe6 clusters interlinked by Fe(C2)3 units to form polymeric carboferrate complexes (see structure; red Fe, black C). The Fe6 clusters can be regarded as fragments of γ-Fe and binary iron carbides. The chemical bonding situation in the ternary compounds is characterized by covalent Fe[BOND]Fe, polar dative ligand (C2)→metal (Fe), and Fe→RE interactions.

    9. Antimalarial Agents

      Identification of a 1,2,4,5-Tetraoxane Antimalarial Drug-Development Candidate (RKA 182) with Superior Properties to the Semisynthetic Artemisinins (pages 5693–5697)

      Paul M. O'Neill, Richard K. Amewu, Gemma L. Nixon, Fatima Bousejra ElGarah, Mathirut Mungthin, James Chadwick, Alison E. Shone, Livia Vivas, Hollie Lander, Victoria Barton, Sant Muangnoicharoen, Patrick G. Bray, Jill Davies, B. Kevin Park, Sergio Wittlin, Reto Brun, Michael Preschel, Kesheng Zhang and Stephen A. Ward

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201001026

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      Fighting drug resistence: From a library of over 150 1,2,4,5-tetraoxanes, the candidate RKA 182 was selected for preclinical development as an antimalarial agent. RKA 182 has outstanding in vitro activity against resistant strains of P. falciparum and retains this level of activity against southeast asian isolates that failed artemisinin-based combination therapy.

    10. Cellular Signaling

      Artificial Control of Cell Signaling and Growth by Magnetic Nanoparticles (pages 5698–5702)

      Jae-Hyun Lee, Eun Sook Kim, Mi Hyeon Cho, Mina Son, Soo-In Yeon, Jeon-Soo Shin and Jinwoo Cheon

      Article first published online: 6 JUL 2010 | DOI: 10.1002/anie.201001149

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      Magnetic attraction: Artificial control of cell activities is achieved by nanoscale magneto-activated cellular signaling (N-MACS), in which magnetic nanoparticles are selectively linked to cell surface receptors and aggregated by an external magnetic field. Such mechanocellular activation induces downstream cell signaling and initiates tubulogenesis in the preangiogenesis stage of endothelial cells (see picture).

    11. DNA Unwinding

      A Graphene-Based Platform for the Assay of Duplex-DNA Unwinding by Helicase (pages 5703–5707)

      Hongje Jang, Young-Kwan Kim, Hyun-Mi Kwon, Woon-Seok Yeo, Dong-Eun Kim and Dal-Hee Min

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.201001332

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      Time to unwind: Graphene oxide (GO) enables the quantitative measurement of helicase-dependent double-stranded DNA (dsDNA) unwinding activity in real time. GO selectively binds to unwound fluorescent-dye-labeled single-stranded DNA and quenches its fluorescence (see picture). The helicase activity is monitored by following the change in fluorescence.

    12. Biosensors

      A Graphene Oxide Based Immuno-biosensor for Pathogen Detection (pages 5708–5711)

      Jae Hwan Jung, Doo Sung Cheon, Fei Liu, Kang Bum Lee and Tae Seok Seo

      Article first published online: 2 JUL 2010 | DOI: 10.1002/anie.201001428

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      Don′t FRET when I GO: Sensitive and selective rotavirus detection is achieved by using the photoluminescence of a graphene oxide (GO) array. The target cell was captured by the rotavirus-specific antibody immobilized on the GO array, and the binding event was monitored by observing the fluorescence quenching that results from fluorescence resonance energy transfer (FRET) between GO and gold nanoparticles linked to the antibodies (see picture).

    13. Nanorod Synthesis

      Palladium Nanoparticle Catalyzed Conversion of Iron Nanoparticles into Diameter- and Length-Controlled Fe2P Nanorods (pages 5712–5716)

      Heonjo Kim, Youngjoo Chae, Duck Hyun Lee, Minsik Kim, Jiyoung Huh, Youngki Kim, Hyunjin Kim, Hyun Jung Kim, Sang Ouk Kim, Hionsuck Baik, Kihang Choi, Jong Seung Kim, Gi-Ra Yi and Kwangyeol Lee

      Article first published online: 2 JUL 2010 | DOI: 10.1002/anie.201001822

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      Playing a dual role as a catalyst that destabilizes Fe nanoparticles to form soluble precursors in situ and as a catalytic center for nanorod growth allows Pd nanoparticles to transform Fe nanoparticles and a P source into Fe2P nanorods (see scheme). The diameter and length of the Fe2P nanorods can be fine-tuned by means of the diameter of the Pd nanoparticles and the Fe/Pd ratio, respectively.

    14. C[BOND]H Bond Activation

      Analysis of Reaction Channels for Alkane Hydroxylation by Nonheme Iron(IV)–Oxo Complexes (pages 5717–5720)

      Caiyun Geng, Shengfa Ye and Frank Neese

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201001850

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      New high-spin pathways: All four feasible reaction pathways for alkane hydroxylation by nonheme iron(IV)–oxo complexes have been investigated by computational methods. The triplet σ path is too high in energy to be involved in C[BOND]H bond activation, but the reactivity of the quintet π channel competes with the triplet path and may thus offer a new approach for specific control of C[BOND]H bond activation by iron(IV)–oxo species (see scheme).

    15. Combinatorial Chemistry

      A Fragment-Based In Situ Combinatorial Approach To Identify High-Affinity Ligands for Unknown Binding Sites (pages 5721–5725)

      Sachin V. Shelke, Brian Cutting, Xiaohua Jiang, Hendrik Koliwer-Brandl, Daniel S. Strasser, Oliver Schwardt, Soerge Kelm and Beat Ernst

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.200907254

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      In the lead: The title method for the identification of ligands is particularly useful for binding sites where little or no structural information is available. In a fragment-based approach, a suitable pair of first- and second-site ligands is identified by NMR experiments. By applying a receptor-mediated in situ combinatorial approach, the two ligands are then linked to generate a new high-affinity lead structure (see picture).

    16. Natural Products

      Biochemical and Structural Characterization of the Tautomycetin Thioesterase: Analysis of a Stereoselective Polyketide Hydrolase (pages 5726–5730)

      Jamie B. Scaglione, David L. Akey, Rachel Sullivan, Jeffrey D. Kittendorf, Christopher M. Rath, Eung-Soo Kim, Janet L. Smith and David H. Sherman

      Article first published online: 9 JUL 2010 | DOI: 10.1002/anie.201000032

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      A narrow tunnel: Biochemical and structural analysis of the tautomycetin thioesterase (TE) has provided the first high-resolution structure of a linear-chain-terminating TE in polyketide biosynthesis, showing the enzyme to be stereoselective with a constrained substrate chamber relative to macrolactone-forming thioesterases.

    17. RNA Dynamics

      RNA Dynamics by Design: Biasing Ensembles Towards the Ligand-Bound State (pages 5731–5733)

      Andrew C. Stelzer, Jeremy D. Kratz, Qi Zhang and Hashim M. Al-Hashimi

      Article first published online: 25 JUN 2010 | DOI: 10.1002/anie.201000814

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      Window of opportunity: Using a single A-U to G-C mutation, the local and global dynamic characteristics of the transactivation response element (TAR) RNA was rationally altered over timescales extending up to milliseconds. This procedure allows it to mimic its bound state with the ligand argininamide (ARG). The mutant binds ARG with slightly enhanced affinity using a conformation indistinguishable from the wild-type sequence.

    18. Plasmons

      Response of Molecular Junctions to Surface Plasmon Polaritons (pages 5734–5736)

      Gilad Noy, Ayelet Ophir and Yoram Selzer

      Article first published online: 6 JUL 2010 | DOI: 10.1002/anie.201000972

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      Tunneling to freedom: Plasmons induced by laser irradiation influence the conductivity of a “suspended-wire” molecular junction (see picture). The current enhancement appears to be wavelength- and laser-power-dependent, and is in semiquantitative agreement with theoretical models based on a photon-assisted tunneling mechanism.

    19. Nanotechnology

      Nanoparticle Supracrystals and Layered Supracrystals as Chemical Amplifiers (pages 5737–5741)

      Bartlomiej Kowalczyk, David A. Walker, Siowling Soh and Bartosz A. Grzybowski

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201002295

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      Seeing is believing: Nanoparticle crystals and core–shell crystals detect and amplify the presence of chemical and enzymatic analytes. These crystals are made insoluble in water by cross-linking their surface with dithiols incorporating analyte-specific groups. Upon addition of an analyte, these groups are cut, and the “punctured” crystals liberate millions of individual, brightly colored NPs (see picture).

    20. Drug Delivery

      Polyacrylate Dendrimer Nanoparticles: A Self-Adjuvanting Vaccine Delivery System (pages 5742–5745)

      Mariusz Skwarczynski, Mehfuz Zaman, Carl N. Urbani, I-Chun Lin, Zhongfan Jia, Michael R. Batzloff, Michael F. Good, Michael J. Monteiro and Istvan Toth

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.201002221

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      Special delivery: An effective group A streptococci vaccine is formed from a delivery device consisting of well-defined dendritic structures with nanoscale dimensions (see picture). The structures are designed to display multiple copies of the minimal B-cell epitopes, which were in the optimal conformation on the surface of the nanoparticles. The nanoparticles can be administered without the aid of an adjuvant.

    21. Metal-Catalyzed Reactions

      Regiodivergent Ligand-Controlled Rhodium-Catalyzed [(2+2)+2] Carbocyclization Reactions with Alkyl Substituted Methyl Propiolates (pages 5746–5749)

      P. Andrew Evans, James R. Sawyer and Phillip A. Inglesby

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201002117

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      Choice is yours: In the title reaction the selective formation of either regioisomer can be controlled through judicious choice of the ancillary ligands (see scheme). Central to this accomplishment was the realization that residual silver salts from the salt metathesis of the neutral complex have a strong effect on the regio- and diastereoselectivity.

    22. Crystal Engineering

      The Reaction of Organozinc Compounds with an Aldehyde within a Crystalline Molecular Flask (pages 5750–5752)

      Koki Ikemoto, Yasuhide Inokuma and Makoto Fujita

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201002053

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      Organozinc addition reactions were carried out on an aldehyde within a porous coordination network (see picture) in a single-crystal-to-single-crystal fashion, and the product structure was unambiguously determined by X-ray diffraction. Moreover, a one-pot two-step reaction in a single crystal furnished an ester from an aldehyde without the network losing crystallinity.

    23. Fullerenes

      Glycosidase Inhibition with Fullerene Iminosugar Balls: A Dramatic Multivalent Effect (pages 5753–5756)

      Philippe Compain, Camille Decroocq, Julien Iehl, Michel Holler, Damien Hazelard, Teresa Mena Barragán, Carmen Ortiz Mellet and Jean-François Nierengarten

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.201002802

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      Superball! A dodecavalent iminosugar derivative with a fullerene core (see picture) shows a binding enhancement of up to three orders of magnitude over the corresponding monovalent ligand in glycosidase inhibition assays. This is the first evidence of a significant multivalent effect in glycosidase inhibition.

    24. Arylation Reactions

      Palladium-Catalyzed γ-Arylation of α,β-Unsaturated Esters from Silyl Ketene Acetals (pages 5757–5761)

      David S. Huang and John F Hartwig

      Article first published online: 6 JUL 2010 | DOI: 10.1002/anie.201002328

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      Smarty cat: A method for the palladium-catalyzed γ-arylation of α,β-unsaturated esters via silyl ketene acetals in the absence of fluoride has been developed. The coupling proceeds with electron-rich and electron-poor aryl bromides and vinyl bromides in high yields with a high tolerance for other functional groups.

    25. Organocatalysis

      Enantioselective Synthesis of Trifluoromethyl-Substituted 2-Isoxazolines: Asymmetric Hydroxylamine/Enone Cascade Reaction (pages 5762–5766)

      Kazutaka Matoba, Hiroyuki Kawai, Tatsuya Furukawa, Akihiro Kusuda, Etsuko Tokunaga, Shuichi Nakamura, Motoo Shiro and Norio Shibata

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.201002065

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      Cuts both ways: The title reaction consists of an addition/cyclization/dehydration sequence and affords the biologically important chiral 3,5-diaryl-5-(trifluoromethyl)-2-isoxazolines 1 in excellent yields with high ee values. The flexibility of accessing either the S or R enantiomers of the products has been achieved by the appropriate choice of phase-transfer catalyst (2).

    26. Alkaloids

      Catalytic Selective Cyclizations of Aminocyclopropanes: Formal Synthesis of Aspidospermidine and Total Synthesis of Goniomitine (pages 5767–5770)

      Filippo De Simone, Jürg Gertsch and Jérôme Waser

      Article first published online: 8 JUN 2010 | DOI: 10.1002/anie.201001853

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      Mild control: Selective cyclization of aminocyclopropanes at either the N1 or C3 position of an indole ring was achieved by tuning the reaction conditions (see scheme). This strategy was applied to the formal synthesis of aspidospermidine and the total synthesis of goniomitine, which demonstrated significant cytotoxicity against several tumor cell lines (IC50=150–400 nM). Cbz=benzyloxycarbonyl, Ts=4-toluenesulfonyl.

      Corrected by:

      Corrigendum: Corrigendum: Catalytic Selective Cyclizations of Aminocyclopropanes: Formal Synthesis of Aspidospermidine and Total Synthesis of Goniomitine

      Vol. 50, Issue 18, 4038, Article first published online: 20 APR 2011

    27. Nanoparticles

      Highly Active Iron Oxide Supported Gold Catalysts for CO Oxidation: How Small Must the Gold Nanoparticles Be? (pages 5771–5775)

      Yong Liu, Chun-Jiang Jia, Jun Yamasaki, Osamu Terasaki and Ferdi Schüth

      Article first published online: 12 JUL 2010 | DOI: 10.1002/anie.201000452

      Thumbnail image of graphical abstract

      The shape of gold: The title catalyst has been prepared through a colloidal deposition method. Scanning transmission electron microscopy studies confirmed that for the catalyst, gold clusters with a bilayer structure and a diameter of about 0.5 nm are not mandatory to achieve the high activity (see image).

    28. Electrochemistry

      Fluorescent Cyclic Voltammetry of Immobilized Azurin: Direct Observation of Thermodynamic and Kinetic Heterogeneity (pages 5776–5779)

      Jante M. Salverda, Amol V. Patil, Giulia Mizzon, Sofya Kuznetsova, Gerhild Zauner, Namik Akkilic, Gerard W. Canters, Jason J. Davis, Hendrik A. Heering and Thijs J. Aartsma

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201001298

      Thumbnail image of graphical abstract

      Variations in the formal electrochemical potential (E0) and electron-transfer rates (k0) of the blue copper protein azurin have been directly observed. A new method, fluorescent cyclic voltammetry (FCV), was used to resolve the properties of 100–1000 proteins. On this scale, the presence of large variations in the values of both E0 and k0 could be established and several forms of heterogeneity were differentiated.

    29. Asymmetric Catalysis

      Rhodium-Catalyzed Asymmetric Conjugate Addition of Organoboronic Acids to Nitroalkenes Using Chiral Bicyclo[3.3.0] Diene Ligands (pages 5780–5783)

      Zhi-Qian Wang, Chen-Guo Feng, Shu-Sheng Zhang, Ming-Hua Xu and Guo-Qiang Lin

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.201001883

      Thumbnail image of graphical abstract

      Old before I diene: An efficient rhodium/diene-catalyzed asymmetric conjugate addition of organoboronic acids to challenging nitroalkene substrates that lack α substituents has been developed. Chiral bicyclo[3.3.0] dienes were found to be superior ligands under ArB(OH)2/KHF2 conditions. Np=naphthyl.

    30. Oxaplatinacycles

      Cleavage of C[BOND]S and O[BOND]H Bonds by Platinum(0) Complexes To Give Five-Membered 1,2-Oxaplatinacycles (pages 5784–5787)

      Norio Nakata, Noriyuki Furukawa, Tomoyuki Toda and Akihiko Ishii

      Article first published online: 7 JUL 2010 | DOI: 10.1002/anie.201001937

      Thumbnail image of graphical abstract

      Spectacular platinum(0): 1,2-Oxaplatinacycles 2 were formed unexpectedly from 2-hydroxybenzyl sulfide derivatives 1 by bond cleavage mediated by platinum(0) (see scheme; nb=norbornene). The thermal reaction of 2 gave novel six-membered 1,2,3-oxaphosphaplatinacycles through ring expansion accompanied by the insertion of a phosphorus atom into the Pt[BOND]O bond and the 1,2-shift of a phenyl group.

    31. Frustrated Lewis Pairs

      Exploring the Reactivity of Carbon(0)/Borane-Based Frustrated Lewis Pairs (pages 5788–5791)

      Manuel Alcarazo, Catherine Gomez, Sigrid Holle and Richard Goddard

      Article first published online: 2 JUL 2010 | DOI: 10.1002/anie.201002119

      Thumbnail image of graphical abstract

      Twice frustrated: The unusual electronic distribution around the central carbon(0) atom in carbodiphosphoranes makes this center so basic that, even after a first alkylation step, it is still able to act as a cationic Lewis base in the framework of frustrated Lewis pair chemistry.

    32. C[BOND]H Bond Activation

      Palladium-Catalyzed Cross-Coupling of Internal Alkenes with Terminal Alkenes to Functionalized 1,3-Butadienes Using C[BOND]H Bond Activation: Efficient Synthesis of Bicyclic Pyridones (pages 5792–5797)

      Haifeng Yu, Weiwei Jin, Chenglin Sun, Jiping Chen, Wangmin Du, Songbo He and Zhengkun Yu

      Article first published online: 13 JUL 2010 | DOI: 10.1002/anie.201002737

      Thumbnail image of graphical abstract

      A highly regioselective direct cross-coupling of internal alkenes of α-oxoketene dithioacetals with terminal alkenes has been successfully realized by palladium-catalyzed C[BOND]H bond activation, affording functionalized 1,3-butadienes. Condensation of the resultant 1,3-butadienes by diamines efficiently produced potentially bioactive bicyclic pyridone derivatives (see scheme).

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      Preview: Angew. Chem. Int. Ed. 34/2010 (page 5801)

      Article first published online: 28 JUL 2010 | DOI: 10.1002/anie.201090105

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