Angewandte Chemie International Edition

Cover image for Vol. 50 Issue 12

March 14, 2011

Volume 50, Issue 12

Pages 2649–2856

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    13. Back Cover
    1. Cover Picture: The Binding of Fluorophores to Proteins Depends on the Cellular Environment (Angew. Chem. Int. Ed. 12/2011) (page 2649)

      Dr. Yun Kyung Kim, Dr. Jun-Seok Lee, Dr. Xuezhi Bi, Dr. Hyung-Ho Ha, Shin Hui Ng, Dr. Young-hoon Ahn, Dr. Jae-Jung Lee, Dr. Bridget K. Wagner, Dr. Paul A. Clemons and Prof. Dr. Young-Tae Chang

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/anie.201101113

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      A living cell is composed of highly ordered structures in which small-molecule localization is controlled by chemical properties. Because of these intracellular barriers, binding proteins identified in in vitro experiments may not show the same effective binding in living cells. In their Communication on page 2761 ff., Y. T. Chang et al. describe a rosamine fluorophore that strongly binds to a cytosolic protein in vitro; however, when applied to living cells, it predominantly labels a mitochondrial protein.

  2. Inside Cover

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    13. Back Cover
    1. Inside Cover: One-Pot High-Yielding Synthesis of the DPP4-Selective Inhibitor ABT-341 by a Four-Component Coupling Mediated by a Diphenylprolinol Silyl Ether (Angew. Chem. Int. Ed. 12/2011) (page 2650)

      Dr. Hayato Ishikawa, Masakazu Honma and Prof. Dr. Yujiro Hayashi

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201100625

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      The dipeptidyl peptidase IV selective inhibitor ABT-341 was synthesized by an uninterrupted sequence of reactions in excellent yield with excellent diastereo- and enantioselectivity. Y. Hayashi et al. describe in their Communication on page 2824 ff. how a diphenylprolinyl silyl ether mediates the sequence of an asymmetric Michael reaction, a domino Michael/Horner–Wadsworth–Emmons reaction combined with a retro-aldol reaction, a base-catalyzed isomerization, an amide bond formation, and a reduction of the nitro group to an amine.

  3. Graphical Abstract

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

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    13. Back Cover
    1. You have free access to this content
      Corrigendum: Asymmetric Mannich Reaction of Fluorinated Ketoesters with a Tryptophan-Derived Bifunctional Thiourea Catalyst (page 2664)

      Xiao Han, Jacek Kwiatkowski, Feng Xue, Kuo-Wei Huang and Yixin Lu

      Version of Record online: 8 MAR 2011 | DOI: 10.1002/anie.201190021

      This article corrects:
  5. News

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

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    13. Back Cover
    1. Rüdiger Kniep (pages 2670–2672)

      Version of Record online: 24 FEB 2011 | DOI: 10.1002/anie.201007158

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      “My favorite subject at school was fine arts. When I was eighteen I wanted to be an architect. …” This and more about Rüdiger Kniep can be found on page 2670.

  7. Highlights

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    13. Back Cover
    1. Core–Shell Electrocatalysts

      Platinum-Based Electrocatalysts with Core–Shell Nanostructures (pages 2674–2676)

      Prof. Dr. Hong Yang

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201005868

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      The core of the problem: Electrocatalysts need to be highly active and durable under harsh reactive environments in order to meet the requirements for future automotive applications. Platinum-group-metal-based core–shell and core–shell-like nanostructures have great potential in the design of multifunctional catalysts for the oxygen reduction reaction (ORR; see picture).

    2. Metastability

      The Demise and Revival of Diazirinone (pages 2677–2678)

      Dr. Christopher J. Shaffer and Dr. Detlef Schröder

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201007364

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      Experiments in existentialism: Diazirinone is a molecule with a colorful history. Once considered a transient species, it was recently recast as an elusive species. That “death announcement” is no longer appropriate, as the recent synthesis and flash vacuum pyrolysis (FVP) of carbonyl diazide has resulted in the first synthesis and full spectroscopic characterization of diazirinone.

  8. Minireview

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
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    1. Drug Design

      The Structure-Based Design of Mdm2/Mdmx–p53 Inhibitors Gets Serious (pages 2680–2688)

      Dr. Grzegorz M. Popowicz, Prof. Alexander Dömling and Dr. Tad A. Holak

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201003863

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      Targeted nongenotoxic tumor therapy is an emerging and promising field of pharmacology. Understanding the cellular mechanism involved in tumorigenesis enables researchers to regulate the molecular machinery responsible for DNA repair and cell-cycle control. Structural data are crucial for the development of such novel nongenotoxic drug leads, which should help cells in the fight against cancer.

  9. Review

    1. Top of page
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    4. Graphical Abstract
    5. Corrigendum
    6. News
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    8. Highlights
    9. Minireview
    10. Review
    11. Communications
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    1. Finite-Time Thermodynamics

      Current Trends in Finite-Time Thermodynamics (pages 2690–2704)

      Prof. Bjarne Andresen

      Version of Record online: 4 MAR 2011 | DOI: 10.1002/anie.201001411

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      The essential element of thermodynamic optimization is to coax a system (the horse) along the optimal path by interaction with a judicially varying reservoir (the moving carrot). This is called a horse–carrot process. If the distance from the horse to the carrot is small the horse will not move very quickly; if the distance is too large, it will give up and not move at all. The goal of optimization is to find the right driving force under the given conditions.

  10. Communications

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    13. Back Cover
    1. Drug–Protein Adducts

      The Effect of the Extracellular Domain of Human Copper Transporter (hCTR1) on Cisplatin Activation (pages 2706–2711)

      Xinghao Wang, Xiubo Du, Dr. Hongyan Li, Dr. Denise So-Bik Chan and Prof. Hongzhe Sun

      Version of Record online: 24 FEB 2011 | DOI: 10.1002/anie.201006739

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      Contractually binding: The methionine residues of the extracellular domain of hCTR1 (hCTR1_N) and its mutants were shown to be the key residues for cisplatin binding. hCTR1_N significantly facilitates the activation of the drug by the formation of Pt–thioether species. The anticancer drug is likely transported by hCTR1 through methionine-based sulfur–sulfur exchange (see picture).

    2. DNA Photonics

      You have full text access to this OnlineOpen article
      Site-Specific Assembly of DNA-Based Photonic Wires by Using Programmable Polyamides (pages 2712–2715)

      Dr. Wu Su, Markus Schuster, Prof. Clive R. Bagshaw, Dr. Ulrich Rant and Dr. Glenn A. Burley

      Version of Record online: 25 FEB 2011 | DOI: 10.1002/anie.201006735

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      Relay race: The first example of a programmable DNA photonic wire is reported utilizing fluorophore-tethered pyrrole-imidazole polyamides for site-directed fluorophore assembly along a pre-formed DNA duplex (see scheme; PB=Pacific Blue, Cy3=Cyanine 3; orange rectangles=fluorophore). The importance of such control is revealed by efficient energy transport over distances in excess of 27 nm.

    3. Natural Product Synthesis

      Total Synthesis Guided Structure Elucidation of (+)-Psychotetramine (pages 2716–2719)

      Klement Foo, Timothy Newhouse, Ikue Mori, Prof. Hiromitsu Takayama and Prof. Phil S. Baran

      Version of Record online: 17 FEB 2011 | DOI: 10.1002/anie.201008048

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      Solving the puzzles: Total synthesis played a key role in the elucidation of the stereochemistry and verification of the constitution of the complex polymeric natural product psychotetramine. The route features three powerful assembly processes that enabled four rounds of total synthesis-guided structure determination. The pursuit of this alkaloid also led to an improved procedure for indole–aniline coupling and a highly efficient enantioselective synthesis of psychotrimine.

    4. C[BOND]H Activation

      Tuning a P450 Enzyme for Methane Oxidation (pages 2720–2724)

      Dr. Felipe E. Zilly, Dr. Juan P. Acevedo, Dr. Wojciech Augustyniak, Alfred Deege, Ulrich W. Häusig and Prof. Manfred T. Reetz

      Version of Record online: 17 FEB 2011 | DOI: 10.1002/anie.201006587

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      A new spin: The addition of chemically inert perfluoro carboxylic acids (green; see picture) to P450 enzymes results in dramatic activation of their catalytic activity as a result of the conversion of the Fe/heme from a low-spin to a high-spin state, and the reduction of the binding-pocket size. Together these effects allow otherwise inert substrates such as propane and even methane to be oxidized.

      Corrected by:

      Corrigendum: Corrigendum: Tuning a P450 Enzyme for Methane Oxidation

      Vol. 52, Issue 51, 13503, Version of Record online: 17 DEC 2013

    5. Phthalocyanines

      Crystal Structures and Electronic Properties of Saddle-Distorted and Protonated Phthalocyanines (pages 2725–2728)

      Tatsuhiko Honda, Prof. Dr. Takahiko Kojima, Prof. Dr. Nagao Kobayashi and Prof. Dr. Shunichi Fukuzumi

      Version of Record online: 15 FEB 2011 | DOI: 10.1002/anie.201006607

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      Protonation made easy: The formation and crystal structure determination of phthalocyanine protonated at the meso- and isoindole nitrogen atoms (see picture) are achieved by using the free base and a zinc complex of saddle-distorted octaphenylphthalocyanine, respectively. The saddle deformation alters the electronic structure of the phthalocyanine ring and facilitates its protonation.

    6. Electrocatalysis

      Low-Platinum-Content Quaternary PtCuCoNi Nanotubes with Markedly Enhanced Oxygen Reduction Activity (pages 2729–2733)

      Dr. Lifeng Liu and Dr. Eckhard Pippel

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201006644

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      The title nanotubes were synthesized by template-assisted one-step electrodeposition and found to exhibit markedly enhanced electrocatalytic activity toward oxygen reduction, which can be attributed to a combination of several favorable factors: the multicomponent nature with which different elements work synergistically, the strain and electronic effects associated with surface dealloying, and their hollow and porous geometry.

    7. Heterocycles

      1,3-Allylic Strain as a Strategic Diversification Element for Constructing Libraries of Substituted 2-Arylpiperidines (pages 2734–2737)

      Dr. Thomas C. Coombs, Dr. Gerald H. Lushington, Dr. Justin Douglas and Prof. Dr. Jeffrey Aubé

      Version of Record online: 23 FEB 2011 | DOI: 10.1002/anie.201007133

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      Flipping diversity: Minimization of 1,3-allylic strain (A1, 3 strain) is a recurring element in the design of a stereochemically and spatially diverse collection of 2-arylpiperidines. A1, 3 strain guides the regioselective addition of nucleophiles and N-substituents leverage A1, 3 strain to direct each stereoisomer to two different conformer populations, thus doubling the number of library members.

    8. Microspheres

      General Synthesis and Gas-Sensing Properties of Multiple-Shell Metal Oxide Hollow Microspheres (pages 2738–2741)

      Dr. Xiaoyong Lai, Dr. Jun Li, Prof. Brian A. Korgel, Zhenghong Dong, Dr. Zhenmin Li, Prof. Fabing Su, Jiang Du and Prof. Dan Wang

      Version of Record online: 22 FEB 2011 | DOI: 10.1002/anie.201004900

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      A sphere of many coats: A facile sequential templating process for the general preparation of metal oxide hollow microspheres with multiple shells (red), such as α-Fe2O3, Co3O4, NiO, CuO, ZnO, and ZnFe2O4, may open up new opportunities for preparing advanced materials based on complex hollow structures with multipurpose applications.

    9. Thin Films

      High-Performance Two-Dimensional Polydiacetylene with a Hybrid Inorganic–Organic Structure (pages 2742–2746)

      Sangho Cho, Gibok Han, Prof. Kwan Kim and Prof. Myung M. Sung

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201006311

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      Thin films not thin on the ground: The title films were grown by molecular layer deposition involving repeated sequential adsorption of diethylzinc (DEZ) and hexadiyne diol (HDD) with UV polymerization. The prepared zinc oxide cross-linked polydiacetylene films exhibited good thermal and mechanical stabilities, enhanced carrier mobility (>1.3 cm2 V−1 s), and other favorable properties owing to their 2D structures.

    10. Olefin Hydro-metathesis

      “Hydro-metathesis” of Olefins: A Catalytic Reaction Using a Bifunctional Single-Site Tantalum Hydride Catalyst Supported on Fibrous Silica (KCC-1) Nanospheres (pages 2747–2751)

      Dr. Vivek Polshettiwar, Dr. Jean Thivolle-Cazat, Dr. Mostafa Taoufik, Dr. Francois Stoffelbach, Sebastien Norsic and Prof. Dr. Jean-Marie Basset

      Version of Record online: 18 FEB 2011 | DOI: 10.1002/anie.201007254

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      Tantalizing hydrocarbons: Tantalum hydride supported on fibrous silica nanospheres (KCC-1) catalyzes, in the presence of hydrogen, the direct conversion of olefins into alkanes that have higher and lower numbers of carbon atoms (see scheme). This catalyst shows remarkable catalytic activity and stability, with excellent potential of regeneration.

    11. Metallocenes

      Double-Decker Ferrocene-Type Complex of N-Fused Porphyrin: A Model of π-Extended Ferrocene? (pages 2752–2755)

      Dr. Motoki Toganoh, Ayumi Sato and Prof. Dr. Hiroyuki Furuta

      Version of Record online: 24 FEB 2011 | DOI: 10.1002/anie.201007940

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      Whopper sandwich: A double-decker ferrocene-type complex with N-fused porphyrinato ligands (see picture) was synthesized from N-fused porphyrin, and its structure and properties were characterized with X-ray crystallographic analysis, variable-temperature 1H NMR spectra, and electrochemical measurements. The unique three-dimensional d–π conjugated system was elucidated with the aid of DFT studies.

    12. Ring Contraction

      Ring-Contraction Strategy for the Practical, Scalable, Catalytic Asymmetric Synthesis of Versatile γ-Quaternary Acylcyclopentenes (pages 2756–2760)

      Allen Y. Hong, Dr. Michael R. Krout, Dr. Thomas Jensen, Nathan B. Bennett, Prof. Andrew M. Harned and Prof. Brian M. Stoltz

      Version of Record online: 24 FEB 2011 | DOI: 10.1002/anie.201007814

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      Contraction action! A simple protocol for the catalytic asymmetric synthesis of highly functionalized γ-quaternary acylcyclopentenes (see schematic) in up to 91 % overall yield and 92 % ee has been developed. The reaction sequence employs a palladium-catalyzed enantioselective alkylation reaction and exploits the unusual stability of β-hydroxy cycloheptanones to achieve a general and robust method for performing two-carbon ring contractions.

    13. Fluorophore-Binding Proteins

      The Binding of Fluorophores to Proteins Depends on the Cellular Environment (pages 2761–2763)

      Dr. Yun Kyung Kim, Dr. Jun-Seok Lee, Dr. Xuezhi Bi, Dr. Hyung-Ho Ha, Shin Hui Ng, Dr. Young-hoon Ahn, Dr. Jae-Jung Lee, Dr. Bridget K. Wagner, Dr. Paul A. Clemons and Prof. Dr. Young-Tae Chang

      Version of Record online: 2 MAR 2011 | DOI: 10.1002/anie.201007626

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      Lighten up! To investigate intracellular binders of myotube-specific probes, a thiol-reactive derivative, CDy2, was prepared. In live cells, the derivative selectively localizes in mitochondria and covalently labels its binding partners.

    14. Carbon Nanotubes

      Separation and Diameter-Sorting of Empty (End-Capped) and Water-Filled (Open) Carbon Nanotubes by Density Gradient Ultracentrifugation (pages 2764–2768)

      Dr. Sofie Cambré and Prof. Wim Wenseleers

      Version of Record online: 22 FEB 2011 | DOI: 10.1002/anie.201007324

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      Sorting by spinning: Empty (end-capped) and water-filled (open) carbon nanotubes, which coexist in aqueous solutions, can be separated by density gradient ultracentrifugation (see picture), and the empty tubes allow enhanced diameter sorting. The isolated empty nanotubes possess narrower electronic and vibrational transitions and enhanced quantum efficiences compared to the water-filled nanotubes.

    15. Catalysis

      A Nickel-Catalyzed Benzannulation Approach to Aromatic Boronic Esters (pages 2769–2772)

      Anne-Laure Auvinet and Prof. Joseph P. A. Harrity

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201007598

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      Off and on: A nickel-catalyzed benzannulation of alkynylboronates provides functionalized phenols with high levels of chemo- and regioselectively. While transmetalation of organoboron intermediate to organonickel does not occur during cycloaddition, it is “switched on” by addition of base, thus allowing a one-pot benzannulation and cross-coupling to be realized (see scheme; Pin=pinacolato, Ms=mesyl).

    16. Electrocatalysis

      Platinum Concave Nanocubes with High-Index Facets and Their Enhanced Activity for Oxygen Reduction Reaction (pages 2773–2777)

      Dr. Taekyung Yu, Do Youb Kim, Prof. Hui Zhang and Prof. Younan Xia

      Version of Record online: 15 FEB 2011 | DOI: 10.1002/anie.201007859

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      Many facets: A simple synthetic route, which is based on reduction in aqueous solution, results in Pt concave nanocubes (see picture) enclosed by high-index facets such as {510}, {720}, and {830}. The nanocrystals exhibit electrocatalytic activity (per unit surface area) that is 3.5 times higher than the commercial Pt/C catalyst in the oxygen reduction reaction.

    17. Catalytic Hydroboration

      Copper(I)-Catalyzed Regioselective Monoborylation of 1,3-Enynes with an Internal Triple Bond: Selective Synthesis of 1,3-Dienylboronates and 3-Alkynylboronates (pages 2778–2782)

      Yusuke Sasaki, Yuko Horita, Dr. Chongmin Zhong, Prof. Dr. Masaya Sawamura and Prof. Dr. Hajime Ito

      Version of Record online: 24 FEB 2011 | DOI: 10.1002/anie.201007182

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      Hooray for hydroboration! The products afforded by the title reaction depend on the substitution pattern on the double bond moiety of 1,3-enyne substrates (see scheme). These types of products, either 1,3-dienylboronates or 3-alkynylboronates, are difficult to obtain by other methods. Interestingly, ligand-controlled borylation was observed with high selectivity in some cases. pin=pinacolato, THF=tetrahydrofuran.

    18. C[BOND]F Activation

      Catalytic Hydrodefluorination of Pentafluorobenzene by [Ru(NHC)(PPh3)2(CO)H2]: A Nucleophilic Attack by a Metal-Bound Hydride Ligand Explains an Unusual ortho-Regioselectivity (pages 2783–2786)

      Julien A. Panetier, Prof. Stuart A. Macgregor and Dr. Michael K. Whittlesey

      Version of Record online: 17 FEB 2011 | DOI: 10.1002/anie.201006789

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      Secret revealed: The mechanism of the catalytic hydrodefluorination of pentafluorobenzene by the N-heterocyclic carbene complex [Ru(IMes)(PPh3)2(CO)H2] has been investigated by DFT calculations. Two sets of novel pathways (concerted and stepwise) have been defined whereby a Ru H ligand can act as a nucleophile at the fluoroarene substrate. The most accessible pathway equates to the formation of 1,2,3,4-C6F4H2 and thus accounts for the unusual regioselectivity that is observed experimentally (see scheme).

    19. Bioinspired Synthesis

      Bioinspired and Concise Synthesis of (±)-Stemoamide (pages 2787–2790)

      Yan Wang, Lili Zhu, Yuying Zhang and Prof. Dr. Ran Hong

      Version of Record online: 17 FEB 2011 | DOI: 10.1002/anie.201005833

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      Natural inspiration: A concise total synthesis of (±)-stemoamide was completed in eight steps with a 37 % overall yield. A bioinspired N-acyliminium ion cyclization and an unprecedented dynamic ruthenium-catalyzed cyclocarbonylation ensured the high efficiency of the synthesis. A novel silver-mediated cyclization of an allenic alcohol shows potential for the future asymmetric synthesis of the target. TMS=trimethylsilyl.

    20. Nanostructures

      Two-Dimensional Nanostructures from Positively Charged Polycyclic Aromatic Hydrocarbons (pages 2791–2794)

      Dr. Dongqing Wu, Dr. Ruili Liu, Dr. Wojciech Pisula, Dr. Xinliang Feng and Prof. Dr. Klaus Müllen

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201004245

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      Conducting experiments: Amphiphilic PQP14 complexes self-assemble into two-dimensional (2D) nanostructures in a controlled way by choosing alkyl sulfonates or disulfonates as anions (see picture). The morphologies of these 2D nanostructures significantly affect the ionic conductivity of the mixture of PQP14 complexes and lithium salts, for which the planar aggregates exhibit a conductivity of two orders of magnitude higher than that of the puckered ones.

    21. Biosynthesis Mechanisms

      Tandem Acyl Carrier Proteins in the Curacin Biosynthetic Pathway Promote Consecutive Multienzyme Reactions with a Synergistic Effect (pages 2795–2798)

      Dr. Liangcai Gu, Eli B. Eisman, Dr. Somnath Dutta, Dr. Titus M. Franzmann, Prof. Dr. Stefan Walter, Prof. Dr. William H. Gerwick, Prof. Dr. Georgios Skiniotis and Prof. Dr. David H. Sherman

      Version of Record online: 23 FEB 2011 | DOI: 10.1002/anie.201005280

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      Synergistic gathering: Biochemical studies reveal a highly efficient strategy in biosynthesis to promote consecutive multienzyme reactions. In the curacin A pathway, catalytic efficiency of a multi-step modification process and one-step translocation is significantly enhanced by tandem organization and dimerization of the ACP3 tridomain with an unexpected synergistic effect (see scheme).

    22. Polymer Solar Cells

      All-Polymer Solar Cells from Perylene Diimide Based Copolymers: Material Design and Phase Separation Control (pages 2799–2803)

      Dr. Erjun Zhou, Junzi Cong, Dr. Qingshuo Wei, Dr. Keisuke Tajima, Dr. Chunhe Yang and Prof. Kazuhito Hashimoto

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201005408

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      It′s all about polymers: All-polymer solar cells (all-PSCs) based on six perylene diimide containing polymers (PX–PDIs) as acceptor materials and two polythiophene derivatives (P3HT and PT1) as donor materials were investigated systematically (see picture). The highest power-conversion efficiency (PCE) of all-PSCs was 2.23 %, one of the highest PCEs of polymer/polymer blend photovoltaic devices reported to date.

    23. Asymmetric Synthesis

      One-Pot Synthesis of Chiral α-Substituted β,γ-Epoxy Aldehyde Derivatives through an Asymmetric Aldol Reaction of Chloroacetaldehyde (pages 2804–2807)

      Prof. Dr. Yujiro Hayashi, Yusuke Yasui, Tsuyoshi Kawamura, Masahiro Kojima and Dr. Hayato Ishikawa

      Version of Record online: 17 FEB 2011 | DOI: 10.1002/anie.201005577

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      Water is welcome! Chiral α-substituted β,γ-epoxides have been prepared in good yields and with excellent enantioselectivities in a one-pot synthetic procedure. The key reaction of this process, which involves a series of uninterrupted sequential reactions, is an asymmetric aldol reaction of aqueous chloroacetaldehyde mediated by a diarylprolinol derivative (see scheme).

    24. Cascade Reactions

      Double Duty for Cyanogen Bromide in a Cascade Synthesis of Cyanoepoxides (pages 2808–2810)

      Zhou Li and Prof. Vladimir Gevorgyan

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201006966

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      An unprecedented reaction mode of cyanogen bromide has been discovered. Under basic conditions, cyanogen bromide acts as an equivalent of both Br+ and CN to convert enolizable ketones into the corresponding cyanoepoxides in good yields. This unique reaction mode provides new, one-pot access to densely substituted cyanoepoxides from easily available ketones (see scheme).

    25. Controlled Evaporation

      One-Step Self-Assembly, Alignment, and Patterning of Organic Semiconductor Nanowires by Controlled Evaporation of Confined Microfluids (pages 2811–2815)

      Zhongliang Wang, Rongrong Bao, Xiujuan Zhang, Xuemei Ou, Prof. Chun-Sing Lee, Prof. Jack C. Chang and Prof. Xiaohong Zhang

      Version of Record online: 23 FEB 2011 | DOI: 10.1002/anie.201007121

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      Concentric rings of organic nanowires (see schematic and micrographs) were prepared simply by controlling the evaporation of a droplet of dye solution in a confined space. By adjusting the initial concentration, the density and spacing of the concentric arrays of organic nanowires can be tuned. This facile approach can also be used to produce large-scale organic semiconductor devices with nanowire configuration.

    26. Oxoboranes

      Comparison of Anionic and Lewis Acid Stabilized N-Heterocyclic Oxoboranes: Their Facile Synthesis from a Borinic Acid (pages 2816–2819)

      Yan Wang, Hongfan Hu, Jianying Zhang and Prof. Dr. Chunming Cui

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201007417

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      Have it B[DOUBLE BOND]Oth ways: Metal-free anionic oxoboranes and Lewis acid stabilized oxoboranes that feature a formal B[BOND]O double bond can be conveniently obtained from an N-heterocyclic borinic acid in the presences of N-heterocyclic carbenes (NHCs) and Lewis acids, respectively (see picture).

    27. Metallostructures

      A Mixed-Spin Molecular Square with a Hybrid [2×2]Grid/Metallocyclic Architecture (pages 2820–2823)

      Dr. Feng Li, Dr. Jack K. Clegg, Dr. Laurence Goux-Capes, Dr. Guillaume Chastanet, Dr. Deanna M. D'Alessandro, Dr. Jean-François Létard and Prof. Cameron J. Kepert

      Version of Record online: 24 FEB 2011 | DOI: 10.1002/anie.201007409

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      Hunting high and low: A cyanide-bridged rhombic mixed-spin FeII–FeII complex that features low-spin (LS) and high-spin (HS) FeII centers was prepared by self-assembly including the decomposition of SeCN. The structural motif represents a hybrid [2×2]grid/metallocyclic architecture (see picture).

    28. Domino Reactions

      One-Pot High-Yielding Synthesis of the DPP4-Selective Inhibitor ABT-341 by a Four-Component Coupling Mediated by a Diphenylprolinol Silyl Ether (pages 2824–2827)

      Dr. Hayato Ishikawa, Masakazu Honma and Prof. Dr. Yujiro Hayashi

      Version of Record online: 24 JAN 2011 | DOI: 10.1002/anie.201006204

      Thumbnail image of graphical abstract

      A dream come true: ABT-341 was synthesized in high yield with excellent diastereo- and enantioselectivity in a one-pot process mediated by a diphenylprolinol silyl ether (see scheme; TMS=trimethylsilyl). Thus, an asymmetric Michael reaction, a domino Michael/Horner–Wadsworth–Emmons reaction combined with a retro-aldol reaction, base-catalyzed isomerization, amide-bond formation, and reduction of the nitro group all took place in a single flask.

    29. DNA-Directed Synthesis

      DNA-Triggered Synthesis and Bioactivity of Proapoptotic Peptides (pages 2828–2832)

      Anne Erben, Dr. Tom N. Grossmann and Prof. Dr. Oliver Seitz

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201007103

      Thumbnail image of graphical abstract

      A great leap for an amino acid is enabled by a DNA-triggered reaction which involves the transfer of an aminoacyl group from a donating thioester-linked PNA–peptide hybrid to a peptide–PNA acceptor (see scheme). The formed peptide conjugates acted as antagonists to the X-linked inhibitor of apoptosis protein (XIAP) and allowed reactivation of initiator caspase-9 as well as the executioner caspase-3.

    30. Boron Heterocycles

      The Pentaphenylborole–2,6-Lutidine Adduct: A System with Unusual Thermochromic and Photochromic Properties (pages 2833–2836)

      Kay Ansorg, Prof. Dr. Holger Braunschweig, Dr. Ching-Wen Chiu, Prof. Dr. Bernd Engels, Daniela Gamon, Markus Hügel, Dr. Thomas Kupfer and Dr. Krzysztof Radacki

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201006234

      Thumbnail image of graphical abstract

      Changing color: The pentaphenylborole–2,6-lutidine adduct 1 has unusual photophysical properties. Cooling a solution of 1 results in the disappearance of the absorption band at 578 nm and a color change from blue to yellow. Irradiation of 1 at low temperatures leads to a migration of lutidine from boron to the adjacent carbon with B[DOUBLE BOND]C bond formation and a color change to green.

    31. Amyloid Protofibrils

      Solid-State NMR Spectroscopic Investigation of Aβ Protofibrils: Implication of a β-Sheet Remodeling upon Maturation into Terminal Amyloid Fibrils (pages 2837–2840)

      Dr. Holger A. Scheidt, Dr. Isabel Morgado, Dr. Sven Rothemund, Prof. Dr. Daniel Huster and Dr. Marcus Fändrich

      Version of Record online: 14 FEB 2011 | DOI: 10.1002/anie.201007265

      Thumbnail image of graphical abstract

      The secondary structure elements in Aβ protofibrils (see TEM image) were determined at a single residue level by solid-state NMR spectroscopy. The β-sheet elements of the mature fibrils are already preformed in protofibrils, but these regions have to elongate during the conversion into mature fibrils. The data have important implications for understanding the process of fibril formation in general as well as the structural basis of Alzheimer's disease.

    32. Gas Sensors

      The Structure and Behavior of Platinum in SnO2-Based Sensors under Working Conditions (pages 2841–2844)

      Michael Hübner, Dr. Dorota Koziej, Dr. Matthias Bauer, Dr. Nicolae Barsan, Dr. Kristina Kvashnina, Dr. Marta D. Rossell, Prof. Udo Weimar and Prof. Dr. Jan-Dierk Grunwaldt

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201004499

      Thumbnail image of graphical abstract

      Sensor at work: The structure of platinum in a 50 micrometer thin SnO2 layer is monitored by the combination of a specially designed experimental sensor setup with high-energy-resolution fluorescence-detected X-ray absorption spectroscopy and “range-extended” EXAFS to gain new insights into the local structure of the platinum dopant.

    33. Agostic Alkyl Complexes

      The Nature of β-Agostic Bonding in Late-Transition-Metal Alkyl Complexes (pages 2845–2849)

      Prof. Dr. Wolfgang Scherer, Verena Herz, Dr. Andreas Brück, Christoph Hauf, Florian Reiner, Dr. Sandra Altmannshofer, Dr. Dirk Leusser and Prof. Dr. Dietmar Stalke

      Version of Record online: 18 FEB 2011 | DOI: 10.1002/anie.201006065

      Thumbnail image of graphical abstract

      Experimental charge density analyses reveal significant differences between the nature of β-agostic bonding in early- and late-transition-metal (M) complexes. For dn-configurated M alkyl compounds, the β-agostic interaction can be described by a modified Dewar–Chatt–Duncanson model with three σ/π bonding components, whereas one delocalized orbital is sufficient to account for the hyperconjugative stabilization in agostic d0 systems.

    34. Supramolecular Metal Complexes

      “Induced Fit” in Chiral Recognition: Epimerization upon Dimerization in the Hierarchical Self-Assembly of Helicate-type Titanium(IV) Complexes (pages 2850–2853)

      Prof. Dr. Markus Albrecht, Elisabeth Isaak, Dr. Miriam Baumert, Verena Gossen, Prof. Dr. Gerhard Raabe and Dr. Roland Fröhlich

      Version of Record online: 23 FEB 2011 | DOI: 10.1002/anie.201006448

      Thumbnail image of graphical abstract

      Undecided! A titanium(IV) triscatecholate bearing chiral ester groups shows different CD spectra in methanol and DMSO. The observation of different stereoisomers lies in the preferred conformation of the side groups in the monomer and dimer, which leads to different chiral induction in the different species.

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

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. Highlights
    9. Minireview
    10. Review
    11. Communications
    12. Preview
    13. Back Cover
    1. Back Cover: Separation and Diameter-Sorting of Empty (End-Capped) and Water-Filled (Open) Carbon Nanotubes by Density Gradient Ultracentrifugation (Angew. Chem. Int. Ed. 12/2011) (page 2856)

      Dr. Sofie Cambré and Prof. Wim Wenseleers

      Version of Record online: 21 FEB 2011 | DOI: 10.1002/anie.201100527

      Thumbnail image of graphical abstract

      Density-gradient ultracentrifugation can be used to separate empty (end-capped) and water-filled (open) carbon nanotubes, which coexist in aqueous solutions. As S. Cambré and W. Wenseleers report in their Communication on page 2764 ff., each nanotube chirality can be observed at two different densities, which correspond to empty and water-filled tubes. The separated empty and filled tubes can be further diameter-sorted in one centrifugation run.

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