Angewandte Chemie International Edition

Cover image for Vol. 49 Issue 2

January 8, 2010

Volume 49, Issue 2

Pages 225–461

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Reviews
    10. Highlights
    11. Review
    12. Communications
    13. Preview
    1. Cover Picture: Quadrannulene: A Nonclassical Fullerene Fragment (Angew. Chem. Int. Ed. 2/2010) (page 225)

      Bharat, Radha Bhola, Thomas Bally, Alessandro Valente, Michał K. Cyrański, Łukasz Dobrzycki, Stephen M. Spain, Paweł Rempała, Matthew R. Chin and Benjamin T. King

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200906552

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      The square can play the pentagon's game of inducing curvature into aromatic molecules. In their Communication on page 399 ff., B. T. King and co-workers report the synthesis of a [4]circulene, a compound with four fused benzenoid rings that form an internal square. Contrary to expectations, this deep-bowl-shaped quadrannulene is stable, thereby reflecting its radialene nature.

  2. Inside Cover

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Reviews
    10. Highlights
    11. Review
    12. Communications
    13. Preview
    1. Inside Cover: Spectroscopic Evidence for an Enhanced Anion–Cation Interaction from Hydrogen Bonding in Pure Imidazolium Ionic Liquids (Angew. Chem. Int. Ed. 2/2010) (page 226)

      Alexander Wulf, Koichi Fumino and Ralf Ludwig

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200906554

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      The relevance of hydrogen bonding in ionic liquids has been a highly controversial issue. In their Communication on page 449 ff., R. Ludwig and co-workers show that the anion–cation interaction can be enhanced by the local and directional hydrogen bonds. Far-infrared spectra clearly indicate that the shifts of the intermolecular stretching frequencies result from different hydrogen-bonding abilities in a well-chosen set of ionic liquids.

  3. Graphical Abstract

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

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Reviews
    10. Highlights
    11. Review
    12. Communications
    13. Preview
    1. You have free access to this content
      Sweet Talking Double Hydrophilic Block Copolymer Vesicles (page 241)

      George Pasparakis and Cameron Alexander

      Version of Record online: 28 DEC 2009 | DOI: 10.1002/anie.200990265

      This article corrects:

      Sweet Talking Double Hydrophilic Block Copolymer Vesicles1

      Vol. 47, Issue 26, 4847–4850, Version of Record online: 26 MAY 2008

  5. News

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Reviews
    10. Highlights
    11. Review
    12. Communications
    13. 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. News
    9. Book Reviews
    10. Highlights
    11. Review
    12. Communications
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    1. Luis Echegoyen (page 248)

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200906177

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      “I chose chemistry as a career because I could make things that did not exist. If I wasn't a scientist, I would be a writer …” This and more about Luis Echegoyen can be found on page 248.

  7. News

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

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Reviews
    10. Highlights
    11. Review
    12. Communications
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    1. Gold Chemistry. Applications and Future Directions in the Life Sciences. Edited by Fabian Mohr. (pages 250–251)

      Maria Contel

      Version of Record online: 28 DEC 2009 | DOI: 10.1002/anie.200904805

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      Wiley-VCH, Weinheim 2009. 408 pp., hardcover € 149.00.—ISBN 978-3527320868

    2. Oxidation of Organic Compounds by Dioxiranes. By Waldemar Adam, Cong-Gui Zhao, Chantu R. Saha-Möller and Kavitha Jakka. (page 251)

      Alexander Greer

      Version of Record online: 28 DEC 2009 | DOI: 10.1002/anie.200906237

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      John Wiley & Sons, Hoboken 2009. 670 pp., softcover € 84.90.—ISBN 978-0470454077

  9. Highlights

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Reviews
    10. Highlights
    11. Review
    12. Communications
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    1. Tridentate Boryl Ligands

      Boryl-Based Pincer Systems: New Avenues in Boron Chemistry (pages 252–255)

      Jarl Ivar van der Vlugt

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200904795

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      To B or not to B? Incorporation of BH into tridentate ligands has recently allowed the isolation of the first boryl-based pincer complexes. Functionalized diaminoborane and m-carbaborane (see picture) form Ir and Pd complexes, respectively. Novel reactivity, including in catalysis, is expected to result from the M[BOND]boryl bond and electronic communication with the specific ligand framework.

    2. Carbocations

      Stereoselective Reactions with Stabilized Carbocations (pages 256–259)

      Pier Giorgio Cozzi and Fides Benfatti

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905235

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      Blocking one face: Benzylic carbocations, which are easily generated in situ from alcohols or acetates by Brønsted or Lewis acids, undergo selective facial discrimination in diastereoselective reactions (see scheme; FG=functional group). The A values are responsible for the facial selectivity. Catalytic amounts of various Lewis acids can be employed in discriminating one face of the carbocation.

  10. Review

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
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    9. Book Reviews
    10. Highlights
    11. Review
    12. Communications
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    1. Synthesis Design

      Chemoselectivity and the Curious Reactivity Preferences of Functional Groups (pages 262–310)

      Nicholas A. Afagh and Andrei K. Yudin

      Version of Record online: 11 DEC 2009 | DOI: 10.1002/anie.200901317

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      Spoilt for choice? Chemoselectivity is a central aspect of chemical synthesis, but the endeavor to find the right reaction pathway from the many that are often available can be tedious. A careful analysis of the reaction mechanism can usually help to arrive at the “right pathway”.

  11. Communications

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

      Targeted Optimization of a Protein Nanomachine for Operation in Biohybrid Devices (pages 312–316)

      Mamta Amrute-Nayak, Ralph P. Diensthuber, Walter Steffen, Daniela Kathmann, Falk K. Hartmann, Roman Fedorov, Claus Urbanke, Dietmar J. Manstein, Bernhard Brenner and Georgios Tsiavaliaris

      Version of Record online: 17 NOV 2009 | DOI: 10.1002/anie.200905200

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      A long life with controlled movement: Engineered protein nanomachines with defined and adjustable functional features offer opportunities for controlling movement on nano- to microscale biohybrid devices. Myosin motors (the picture shows a dimeric motor) have now been constructed with optimized properties with regard to stability and regulation, including switchable processivity and tight control of the velocity of movement.

    2. Fuel-Cell Membranes

      Proton-Conductive Aromatic Ionomers Containing Highly Sulfonated Blocks for High-Temperature-Operable Fuel Cells (pages 317–320)

      Byungchan Bae, Takeshi Yoda, Kenji Miyatake, Hiroyuki Uchida and Masahiro Watanabe

      Version of Record online: 2 DEC 2009 | DOI: 10.1002/anie.200905355

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      Segregation is a key theme of this film: Poly(arylene ether sulfone ketone) multiblock membranes containing highly sulfonated hydrophilic blocks were prepared by postsulfonation. High local concentrations of sulfonic acid groups within the hydrophilic blocks enhanced the phase separation of the two block types (see picture), and the high interconnectivity of the rodlike hydrophilic aggregates led to high proton conductivity even at low humidity.

    3. Porphyrinoids

      Meso-Trialkyl-Substituted Subporphyrins (pages 321–324)

      Shin-ya Hayashi, Yasuhide Inokuma, Shanmugam Easwaramoorthi, Kil Suk Kim, Dongho Kim and Atsuhiro Osuka

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200906005

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      The desulfurization of meso-trithienylsubporphyrins leads to meso-trialkylsubporphyrins (see scheme). Oxidation at the benzylic position of the meso-alkyl substituent of 1 has been used to prepare a valeryl-substituted subporphyrin that exhibits highly perturbed optical and electrochemical properties compared to other subporphyrins.

    4. Multicomponent Reactions

      Four-Component Synthesis of Fully Substituted 1,2,4-Triazoles (pages 325–328)

      Steven T. Staben and Nicole Blaquiere

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200905897

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      All 4 one: Palladium-catalyzed carbonylation initiates a highly regioselective triazole synthesis. In this four-partner protocol, the aryl halide, amidine, and hydrazine partners are easily varied, allowing the synthesis of fully substituted 1,2,4-triazoles in a modular fashion. This methodology is demonstrated with the synthesis of druglike and/or pharmaceutically relevant molecules such as deferasirox.

    5. Natural Products

      The Twisted Side Chain of Antillatoxin is Important for Potent Toxicity: Total Synthesis and Biological Evaluation of Antillatoxin and Analogues (pages 329–332)

      Ken Okura, Shigeru Matsuoka, Ryosuke Goto and Masayuki Inoue

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200905892

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      Side-chain plays lead role: Antillatoxin is a cyclic peptide and potent neurotoxin, and the total syntheses and biological evaluations of antillatoxin and its side-chain analogues are reported. A subtle side-chain modification led to dramatic changes in the cytotoxicity; detailed conformational analyses revealed that the shape of the twisted side chain is critical for the biological activity of antillatoxin.

    6. Helical Foldamers

      Consequences of Isostructural Main-Chain Modifications for the Design of Antimicrobial Foldamers: Helical Mimics of Host-Defense Peptides Based on a Heterogeneous Amide/Urea Backbone (pages 333–336)

      Paul Claudon, Aude Violette, Karen Lamour, Marion Decossas, Sylvie Fournel, Béatrice Heurtault, Julien Godet, Yves Mély, Brigitte Jamart-Grégoire, Marie-Christine Averlant-Petit, Jean-Paul Briand, Guy Duportail, Henri Monteil and Gilles Guichard

      Version of Record online: 2 DEC 2009 | DOI: 10.1002/anie.200905591

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      Fraternal twins: Oligoureas and γ-peptides are isosteric, quasi-isostructural helical foldamers endowed with distinct biomolecular recognition properties. Combination of the two backbones to generate urea/amide hybrids (see picture) was found to give more potent yet less cytotoxic antimicrobial helical foldamers.

    7. Enzyme–Inhibitor Complexes

      Structural Basis of α-Fucosidase Inhibition by Iminocyclitols with Ki Values in the Micro- to Picomolar Range (pages 337–340)

      Hsing-Ju Wu, Ching-Wen Ho, Tzu-Ping Ko, Shinde D. Popat, Chun-Hung Lin and Andrew H.-J. Wang

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905597

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      Two loops were found to move inward toward the α-fucosidase active site to produce a closed conformation of complexes with inhibitors with increasing Ki values from the micro- to nanomolar range. Although no further conformational changes in the two loops are observed for inhibitors with sub-nanomolar Ki values, the loops are additionally stabilized by hydrogen bonds and hydrophobic interactions.

    8. Hybrid Composites

      A Molecular Double Decker: Extending the Limits of Current Metal–Molecule Hybrid Structures (pages 341–345)

      Felix Eberle, Marc Saitner, Hans-Gerd Boyen, Jan Kucera, Axel Gross, Andriy Romanyuk, Peter Oelhafen, Marc D'Olieslaeger, Mila Manolova and Dieter M. Kolb

      Version of Record online: 30 NOV 2009 | DOI: 10.1002/anie.200905339

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      Towards the third dimension: A new type of organic–inorganic hybrid comprises two independent molecular layers separated by a metal monolayer and sandwiched between outer electrodes (see picture). The interlayer reveals metallic properties despite its reduced dimensions and the presence of chemical bonds at both sides. It might be useful as an intermediate electrode to control charge transport through molecule-based devices.

    9. MRI Contrast Agents

      Gadolinium-Conjugated Dendrimer Nanoclusters as a Tumor-Targeted T1 Magnetic Resonance Imaging Contrast Agent (pages 346–350)

      Zhiliang Cheng, Daniel L. J. Thorek and Andrew Tsourkas

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905133

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      Light heavyweight champion: Chemically cross-linked dendrimer nanoclusters (DNCs) have been developed as a platform for preparing targeted magnetic resonance contrast agents. The extremely high gadolinium payload causes the DNCs to show a significant improvement in tumor contrast compared with pre-contrast images (see picture).

    10. Dark Photocatalysis

      Voltage-Induced Payload Release and Wettability Control on TiO2 and TiO2 Nanotubes (pages 351–354)

      Yan-Yan Song, Poulomi Roy, Indhumati Paramasivam and Patrik Schmuki

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200905111

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      Please release me: Hydrocarbon monolayers attached to a TiO2 surface can be cut by electrochemical means, thus allowing active molecules or proteins to be released from the TiO2 surface (see picture). Requirements are suitable electronic properties of TiO2 combined with a voltage to cause Schottky barrier breakdown; valence band holes are then sufficiently reactive to generate OH. radicals.

    11. Microfluidic Biotechnology

      Detection of Proteins in Serum by Micromagnetic Aptamer PCR (MAP) Technology (pages 355–358)

      Andrew Csordas, Aren E. Gerdon, Jonathan D. Adams, Jiangrong Qian, Seung Soo Oh, Yi Xiao and H. Tom Soh

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200904846

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      On the MAP: The title technique combines microfluidic magnetic sample preparation with highly specific aptamer-based molecular recognition and quantitative PCR. Using platelet-derived growth factor as a model, a fM detection limit was obtained in fetal bovine serum with a dynamic range that spanned five orders of magnitude.

    12. Nanocomposites

      Layer-by-Layer Growth of Polymer/Quantum Dot Composite Multilayers by Nucleophilic Substitution in Organic Media (pages 359–363)

      Bokyoung Lee, Younghoon Kim, Seryun Lee, Youn Sang Kim, Dayang Wang and Jinhan Cho

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905596

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      Highly stable photoluminescent (PL) nanocomposite multilayers including quantum dots (see picture) were prepared using a nucleophilic substitution reaction. The assembly of functional nanoparticles in a nonpolar solvent can allow selective deposition and induce a hydrophobic surface with a water contact angle above 115°, which significantly enhances the PL durability of nanocomposite films.

    13. Fluorescent Probes

      Sodium-Ion-Selective Two-Photon Fluorescent Probe for In Vivo Imaging (pages 364–367)

      Mi Kyung Kim, Chang Su Lim, Jong Tae Hong, Ji Hee Han, Hye-Young Jang, Hwan Myung Kim and Bong Rae Cho

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200904835

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      Two photons are better than one: A two-photon probe (ANa1, see picture) shows strong two-photon fluorescence enhancement in response to Na+ and a dissociation constant (Kdi) of (26±2) mM in the cell. It can be easily loaded into the cells and can selectively detect intracellular free Na+ in live cells and living tissues at a depth of 100–200 μm for a long period of time.

    14. Protein Folding

      Detection and Analysis of Chimeric Tertiary Structures by Backbone Thioester Exchange: Packing of an α Helix against an α/β-Peptide Helix (pages 368–371)

      Joshua L. Price, Erik B. Hadley, Jay D. Steinkruger and Samuel H. Gellman

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200904714

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      Backbone thioester exchange is used to explore a fundamental type of protein–foldamer packing motif, the association of an α helix and an α/β-peptide foldameric helix, which is analogous to an antiparallel coiled-coil tertiary structure in a pure α-residue backbone. Side-chain packing preferences at this chimeric tertiary interface are comparable to those that determine pairing propensities among antiparallel α helices.

    15. Photocontrolled Superconductivity

      Reversible Optical Manipulation of Superconductivity (pages 372–374)

      Aya Ikegami, Masayuki Suda, Takeshi Watanabe and Yasuaki Einaga

      Version of Record online: 27 NOV 2009 | DOI: 10.1002/anie.200904548

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      Flicking the switch: Photoirradiation has a dramatic effect on the superconducting properties of a passivated ultrathin Nb film functionalized with a photochromic self-assembled azobenzene (AZ) monolayer (see picture). These effects can be attributed to photoisomerization-induced changes in the amount of charge transfer between the substrate and the photochromic monolayer. The changes are accompanied by alternation of the surface dipoles.

    16. Fluorescent Dyes

      Through-Bond Energy Transfer Cassettes with Minimal Spectral Overlap between the Donor Emission and Acceptor Absorption: Coumarin–Rhodamine Dyads with Large Pseudo-Stokes Shifts and Emission Shifts (pages 375–379)

      Weiying Lin, Lin Yuan, Zengmei Cao, Yanming Feng and Jizeng Song

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200904515

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      Cassette recording: A new class of coumarin–rhodamine through-bond energy-transfer (TBET) cassettes with minimal spectral overlap between the donor emission and the acceptor absorption (see picture) show large pseudo-Stokes shifts (up to 230 nm) and emission shifts (up to 170 nm). The utility of this TBET platform for TBET-based probe development was demonstrated by a new ratiometric fluorescence pH probe.

    17. Soft Nanoparticle Crystals

      Probing in Real Time the Soft Crystallization of DNA-Capped Nanoparticles (pages 380–384)

      Wenlong Cheng, Mark R. Hartman, Detlef-M. Smilgies, Rong Long, Michael J. Campolongo, Ruipeng Li, Karthik Sekar, Chung-Yuen Hui and Dan Luo

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200904066

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      The crystallization events occurring in a drying droplet containing DNA-capped nanoparticles were probed by means of small-angle X-ray scattering (SAXS; the picture shows a series of 1D SAXS patterns recorded over time). Unusual nanoparticle supracrystals form that are both soft and elastic with continuously scalable crystalline states over a wide range of lattice constants.

    18. Electronic Structure

      Electromeric Rhodium Radical Complexes (pages 385–389)

      Florian Frank Puschmann, Jeffrey Harmer, Daniel Stein, Heinz Rüegger, Bas de Bruin and Hansjörg Grützmacher

      Version of Record online: 2 DEC 2009 | DOI: 10.1002/anie.200903201

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      Radical changes: One single P-Rh-P angle determines whether the odd electron in the paramagnetic complex [Rh(trop2PPh)(PPh3)] is delocalized over the whole molecule (see picture, blue) or is localized on the P[BOND]Rh unit (red). The two energetically almost degenerate electromers exist in a fast equilibrium, and the “red” complex has the highest spin density at Rh of all low valent Rh complexes observed to date.

    19. Photoreactive MOFs

      Single-Crystal to Single-Crystal Photochemical Structural Transformations of Interpenetrated 3 D Coordination Polymers by [2+2] Cycloaddition Reactions (pages 390–393)

      Mohammad Hedayetullah Mir, Lip Lin Koh, Geok Kheng Tan and Jagadese J. Vittal

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905898

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      Photosensitive pillars: Perfectly aligned C[DOUBLE BOND]C bonds in trans-1,2-bis(4-pyridyl)ethene ligand pairs undergo 100 % photochemical [2+2] cycloaddition reactions in interpenetrated 3D coordination polymers, accompanied by single-crystal to single-crystal (SCSC) transformation (see scheme).

    20. Gold Catalysis

      Highly Selective Acylation of Dimethylamine Mediated by Oxygen Atoms on Metallic Gold Surfaces (pages 394–398)

      Bingjun Xu, Ling Zhou, Robert J. Madix and Cynthia M. Friend

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905642

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      Completely coupled: The acylation of dimethylamine through coupling to formaldehyde occurs with almost 100 % selectivity at low coverage of adsorbed O atoms on metallic gold and with a low activation energy. Oxygen creates an active intermediate (CH3)2N(a) , which attacks the carbonyl carbon of the aldehyde (see picture). A general mechanistic framework for efficient and selective acylation of amines promoted by Au is established.

    21. Small Circulenes

      Quadrannulene: A Nonclassical Fullerene Fragment (pages 399–402)

      Bharat, Radha Bhola, Thomas Bally, Alessandro Valente, Michał K. Cyrański, Łukasz Dobrzycki, Stephen M. Spain, Paweł Rempała, Matthew R. Chin and Benjamin T. King

      Version of Record online: 2 DEC 2009 | DOI: 10.1002/anie.200905633

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      Approaching the curve: A [4]circulene (see picture) has been prepared in five steps. Although the [4]circulene motif has never before been observed, these findings suggest that the square may join the pentagon as a motif for viable fullerenes.

    22. π-Bowl Complexes

      A Dynamically Inverting π-Bowl Complex (pages 403–406)

      Toru Amaya, Wen-Zhen Wang, Hiroyuki Sakane, Toshiyuki Moriuchi and Toshikazu Hirao

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905567

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      The super bowl: The dynamic inversion behaviour of [CpRu(η6-sumanene)]PF6 (see picture; sumanene=C21H12) was investigated in solution by NMR studies. This result, the first elucidation of bowl-to-bowl inversion in π-bowl transition metal complexes, is solvent- and temperature-dependent.

    23. Radical Clusters

      Generation of Oxygen Radical Centers in Binary Neutral Metal Oxide Clusters for Catalytic Oxidation Reactions (pages 407–410)

      Melanie Nößler, Roland Mitrić, Vlasta Bonačić-Koutecký, Grant E. Johnson, Eric C. Tyo and A. Welford Castleman Jr.

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905434

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      One more, one less: Radical centers are generated in binary neutral zirconium oxide clusters by replacing one Zr atom in single-metal cationic and anionic clusters with radical oxygen centers by an atom that has one less (Sc) or one more electron (Nb). This study reveals that these isoelectronic systems promote similar oxidation reactions and can undergo full catalytic cycles (see picture; Zr yellow, Sc gray, O red, C green, H teal, N blue).

      Corrected by:

      Corrigendum: Generation of Oxygen Radical Centers in Binary Neutral Metal Oxide Clusters for Catalytic Oxidation Reactions

      Vol. 49, Issue 13, 2272, Version of Record online: 17 MAR 2010

    24. Electrooxidation Catalysts

      High-Index Faceted Platinum Nanocrystals Supported on Carbon Black as Highly Efficient Catalysts for Ethanol Electrooxidation (pages 411–414)

      Zhi-You Zhou, Zhi-Zhong Huang, De-Jun Chen, Qiang Wang, Na Tian and Shi-Gang Sun

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905413

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      Platinum nanocrystals on carbon black were synthesized by an electrochemical square-wave potential method (HIF-Pt/C, see picture). The nanocrystals have high-index facets and a high density of atomic steps. Thanks to this high density, the catalysts exhibit at least twice the activity and selectivity of commercial Pt/C catalysts for ethanol electrooxidation into CO2.

    25. Tandem Reactions

      Sequential Platinum-Catalyzed Cycloisomerization and Cope Rearrangement of Dienynes (pages 415–418)

      Sun Young Kim, Youjung Park and Young Keun Chung

      Version of Record online: 30 NOV 2009 | DOI: 10.1002/anie.200905361

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      Enyne-enyne-o: Tandem cycloisomerization of dienynes catalyzed by platinum dichloride and subsequent Cope rearrangement affords bicyclic rings (see scheme; Z=NTs, O, CH2), such as bicyclo[3.2.2]nonadienes 1 or tetrahydrocyclohepta[c]pyrans and -pyridines 2, in high yields.

    26. Enantioselective Synthesis

      Stereoisomerically Pure Trisubstituted Vinylaluminum Reagents and their Utility in Copper-Catalyzed Enantioselective Synthesis of 1,4-Dienes Containing Z or E Alkenes (pages 419–423)

      Katsuhiro Akiyama, Fang Gao and Amir H. Hoveyda

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905223

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      The desired isomer of a chiral 1,4-diene containing an E or Z double bond can be accessed readily by a regio- and stereoselective hydroalumination of silyl-substituted alkynes and subsequent enantioselective copper-catalyzed allylic alkylation. The utility of the procedure was demonstrated through the synthesis of (−)-nyasol (see scheme). dibal-H=diisobutylaluminum hydride, NHC=N-heterocyclic carbene.

    27. Analytical Microsystems

      Towards an Efficient Microsystem for the Real-Time Detection and Quantification of Mercury in Water Based on a Specifically Designed Fluorogenic Binary Task-Specific Ionic Liquid (pages 424–427)

      Faïdjiba Loe-Mie, Gilles Marchand, Jean Berthier, Nicolas Sarrut, Mathieu Pucheault, Mireille Blanchard-Desce, Françoise Vinet and Michel Vaultier

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200905037

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      Quick test for quicksilver: A microdevice for liquid–liquid extraction and sensing of mercury ions in water uses an ionic liquid containing a task-specific ionic fluorogenic salt (L1) as the extracting liquid phase. The “off–on” sensing response decreases the likelihood of false positives and allows detection of Hg2+ in aqueous solution down to 50 ppb.

    28. Molecular Capsules

      Encapsulated or Not Encapsulated? Mapping Alcohol Sites in Hexameric Capsules of Resorcin[4]arenes in Solution by Diffusion NMR Spectroscopy (pages 428–431)

      Sarit Slovak, Liat Avram and Yoram Cohen

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200904952

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      Knock, knock! Despite the similar high-field 1H NMR spectra of different alcohols in the presence of hexameric capsules of resorcin[4]arenes, diffusion NMR spectroscopy showed that only some of these alcohols are truly encapsulated in the hexameric capsules, whereas other alcohols are part of the hexameric structure of the capsules (see schematic representation; R=C11H23).

    29. Photocatalysis

      Probing Photocatalytic Active Sites on a Single Titanosilicate Zeolite with a Redox-Responsive Fluorescent Dye (pages 432–435)

      Takashi Tachikawa, Soichiro Yamashita and Tetsuro Majima

      Version of Record online: 30 NOV 2009 | DOI: 10.1002/anie.200904876

      Thumbnail image of graphical abstract

      Proper lighting: Investigation of photocatalytic oxidation by in situ fluorescence imaging with a redox-responsive fluorescent dye (see picture, green) shows that acid treatment of single titanosilicate crystals significantly increases both the adsorption and reaction efficiencies and the heterogeneity of photocatalytic activity among crystals. Furthermore, crystal defects serve as reactive sites during the photocatalytic reaction.

    30. Aerobic Oxidation

      Selective Aerobic Oxidation of Benzylic Alcohols Catalyzed by Carbon-Based Catalysts: A Nonmetallic Oxidation System (pages 436–440)

      Yongbo Kuang, Nazrul M. Islam, Yuta Nabae, Teruaki Hayakawa and Masa-aki Kakimoto

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200904362

      Thumbnail image of graphical abstract

      Swapping places: The use of carbon to replace transition metals in the selective aerobic oxidation of benzylic alcohols has been demonstrated to be feasible. The HNO3 additive is activated by the carbon catalyst NSC, which serves as the primary oxidant for alcohol oxidations and is regenerated by O2. NSC=nanoshell carbon.

    31. Photocatalysis

      Synthesis of a Carbon Nitride Structure for Visible-Light Catalysis by Copolymerization (pages 441–444)

      Jinshui Zhang, Xiufang Chen , Kazuhiro Takanabe, Kazuhiko Maeda, Kazunari Domen, Jan Dirk Epping, Xianzhi Fu, Markus Antonietti and Xinchen Wang 

      Version of Record online: 30 NOV 2009 | DOI: 10.1002/anie.200903886

      Thumbnail image of graphical abstract

      Just like a melon: Carbon nitride photocatalysts (see formula) structurally akin to poly(aminoimino)heptazine (Liebig′s melon) can be prepared by direct copolymerization of dicyandiamide with barbituric acid (BA). The picture shows how increasing the amount of BA in the copolymerization mixture (arrows) extends the optical absorption of the products further into the visible region, as is favorable for solar-energy applications.

    32. Liquid Crystals

      Spontaneous Deracemization of Disc-like Molecules in the Columnar Phase (pages 445–448)

      Hiroki Nagayama, Sanjay Kumar Varshney, Masanao Goto, Fumito Araoka, Ken Ishikawa, Veena Prasad and Hideo Takezoe

      Version of Record online: 8 DEC 2009 | DOI: 10.1002/anie.200904819

      Thumbnail image of graphical abstract

      Chiral discs: Seemingly flat disc-like molecules form a columnar phase and spontaneously segregate into macroscopic chiral domains (deracemization). Quantum chemical calculations suggest that these molecules have a twisted axially chiral core (see picture). Their aggregation into chiral superstructures is evidenced by electronic and vibrational circular dichroism spectra.

    33. Ionic Liquids

      Spectroscopic Evidence for an Enhanced Anion–Cation Interaction from Hydrogen Bonding in Pure Imidazolium Ionic Liquids (pages 449–453)

      Alexander Wulf, Koichi Fumino and Ralf Ludwig

      Version of Record online: 22 DEC 2009 | DOI: 10.1002/anie.200905437

      Thumbnail image of graphical abstract

      Building bridges: Increasing capabilities of hydrogen bond formation in a set of imidazolium ionic liquids allow the direct observation of hydrogen bonding (circled in picture; C gray, H white, F orange, N blue, O red, S yellow) by far-IR spectroscopy. Frequency shifts are assigned to the ability and strength of H-bond formation. Reduced mass effects are negligible and the interactions are local and directional.

    34. Spectroscopic Methods

      Terahertz Absorption Spectroscopy of a Liquid Using a Polarity Probe: A Case Study of Trehalose/Water Mixtures (pages 454–457)

      Mohsen Sajadi, Yathrib Ajaj, Ilya Ioffe, Hermann Weingärtner and Nikolaus P. Ernsting

      Version of Record online: 3 DEC 2009 | DOI: 10.1002/anie.200904997

      Thumbnail image of graphical abstract

      The fluorescence relaxation of N-methyl-6-quinolone was used to determine the frequency-dependent permittivity of the molecular environment over a large spectral range (see picture), for example in trehalose–water solution. Local THz-FIR spectroscopy can be realized by covalent attachment of the probe molecule to a supramolecular structure.

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      Preview: Angew. Chem. Int. Ed. 3/2010 (page 461)

      Version of Record online: 28 DEC 2009 | DOI: 10.1002/anie.200990267

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