Chemistry - A European Journal

Cover image for Vol. 17 Issue 2

January 10, 2011

Volume 17, Issue 2

Pages 397–723

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Concept
    8. Communications
    9. Full Papers
    10. Preview
    1. Cover Picture: Rapid and Quantitative Disulfide Bond Formation for a Polypeptide Chain Using a Cyclic Selenoxide Reagent in an Aqueous Medium (Chem. Eur. J. 2/2011) (page 397)

      Kenta Arai, Dr. Kenichi Dedachi and Prof. Dr. Michio Iwaoka

      Article first published online: 5 JAN 2011 | DOI: 10.1002/chem.201190000

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      An energetic diagram for the stochastic disulfide (SS) bond formation reaction of a polypeptide with a water-soluble selenoxide reagent is depicted on the cover. In their Full Paper on page 481 ff., M. Iwaoka et al. elucidate the reaction mechanism of this SS bond formation, through kinetic analysis and ab initio calculations.

  2. Inside Cover

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Concept
    8. Communications
    9. Full Papers
    10. Preview
    1. Inside Cover: Deamidation and Transamidation of Substance P by Tissue Transglutaminase Revealed by Electron-Capture Dissociation Fourier Transform Mass Spectrometry (Chem. Eur. J. 2/2011) (page 398)

      Luca Fornelli, Dr. Adrien W. Schmid, Luigino Grasso, Dr. Horst Vogel and Dr. Yury O. Tsybin

      Article first published online: 5 JAN 2011 | DOI: 10.1002/chem.201190001

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      Consensus sequence… … and specificity for deamidation and transamidation of peptides and proteins by tissue transglutaminase (tTGase) are of a particular interest for understanding neurodegenerative disorders. In their Full Paper on p. 486 ff., Y. Tsybin et al. describe the application of electron-capture dissociation high-resolution mass spectrometry to reveal the sites of tTGase-induced deamidation and transamidation on the neuropeptide substance P.

  3. Graphical Abstract

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Concept
    8. Communications
    9. Full Papers
    10. Preview
    1. Graphical Abstract: Chem. Eur. J. 2/2011 (pages 401–411)

      Article first published online: 5 JAN 2011 | DOI: 10.1002/chem.201190002

  4. Corrigendum

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Concept
    8. Communications
    9. Full Papers
    10. Preview
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      Corrigendum: Flexibility and Sorption Selectivity in Rigid Metal–Organic Frameworks: The Impact of Ether-Functionalised Linkers (page 411)

      Sebastian Henke, Dr. Rochus Schmid, Prof. Dr. Jan-Dierk Grunwaldt and Prof. Dr. Roland A. Fischer

      Article first published online: 5 JAN 2011 | DOI: 10.1002/chem.201190003

  5. News

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Concept
    8. Communications
    9. Full Papers
    10. Preview
  6. Concept

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Concept
    8. Communications
    9. Full Papers
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    1. Cycloadditions

      Allenes as Three-Carbon Units in Catalytic Cycloadditions: New Opportunities with Transition-Metal Catalysts (pages 418–428)

      Dr. Fernando López and Prof. Dr. José Luis Mascareñas

      Article first published online: 16 DEC 2010 | DOI: 10.1002/chem.201002366

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      Three of a kind: The use of allenes as 3C-atom components in catalytic cycloadditions is being increasingly demonstrated. In this Concept article, an overview of the existing methods is presented with an emphasis on those more recent contributions involving the use of PtII and AuI catalysts.

  7. Communications

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Concept
    8. Communications
    9. Full Papers
    10. Preview
    1. Asymmetric Synthesis

      Catalytic Asymmetric Michael Reactions of α,β-Unsaturated Ketones with Sulfonyl-Containing Nucleophiles: Chiral Synthesis of (R)-Muscone and (S)-Celery Ketone (pages 430–434)

      Xiaomin Sun, Feng Yu, Tingting Ye, Prof. Dr. Xinmiao Liang and Prof. Dr. Jinxing Ye

      Article first published online: 30 NOV 2010 | DOI: 10.1002/chem.201002418

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      An amine worth its salt: A highly enantioselective Michael addition reaction of α,β-unsaturated ketones with the sulfonyl-containing nucleophiles bis(phenylsulfonyl)methane and 1-(phenylsulfonyl)propan-2-one, catalyzed by a chiral primary amine salt, has been developed and gives excellent enantioselectivities (see scheme). The methodology has successfully demonstrated its synthetic utility in the chiral synthesis of (R)-muscone and (S)-celery ketone.

    2. Frustrated Lewis Pairs

      Changing Lanes from Concerted to Stepwise Hydrogenation: The Reduction Mechanism of Frustrated Lewis Acid–Base Pair Trapped CO2 to Methanol by Ammonia–Borane (pages 435–439)

      Lisa Roy, Dr. Paul M. Zimmerman and Prof. Dr. Ankan Paul

      Article first published online: 29 NOV 2010 | DOI: 10.1002/chem.201002282

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      The chameleon reductant: CO2 trapped by a frustrated Lewis pair is predicted to undergo B[BOND]H activation mediated reduction by NH3BH3, in contrast to concerted NH3BH3 reduction of free CO2 (see figure). This mechanism provides further fundamental understanding of novel CO2 reduction processes that could lead to environmentally friendly and economically viable production of renewable fuels.

    3. Homogeneous Catalysis

      Synthesis of Shape-Persistent Macrocycles by a One-Pot Suzuki–Miyaura Cross-Coupling Reaction (pages 440–444)

      Weiguo Huang, Ming Wang, Chun Du, Dr. Yulan Chen, Dr. Ruiping Qin, Linjie Su, Chi Zhang, Prof. Dr. Zhengping Liu, Cuihong Li and Prof. Dr. Zhishan Bo

      Article first published online: 29 NOV 2010 | DOI: 10.1002/chem.201002574

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      Ring creation: Shape-persistent macrocyclic structures were prepared by a one-pot catalyst-transfer Suzuki–Miyaura cross-coupling (CTSMCC) reaction (see figure). The reaction of 3,6-dibromo-substituted carbazoles and diboronic ester monomers afforded shape-persistent macrocycles in yields of up to 67 %, whereas the use of a traditional catalyst gave the desired product only in a yield of about 16 %.

    4. Electrophosporescence

      Towards Highly Efficient Blue-Phosphorescent Organic Light-Emitting Diodes with Low Operating Voltage and Excellent Efficiency Stability (pages 445–449)

      Chunmiao Han, Guohua Xie, Dr. Hui Xu, Zhensong Zhang, Donghui Yu, Prof. Yi Zhao, Prof. Pengfei Yan, Zhaopeng Deng, Dr. Qiang Li and Prof. Shiyong Liu

      Article first published online: 3 DEC 2010 | DOI: 10.1002/chem.201001981

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      Let there be light! An effective strategy for the design of highly efficient phosphine oxide light-emitting-diode hosts with an ortho-linked structure has been demonstrated by synthesizing 4-diphenylphosphoryl dibenzofuran. The ortho linkage of the phosphine oxide moiety has the dual effect of retaining high T1 levels and efficiently polarising chromophores (see graphic).

    5. Main Group Chemistry

      Oxidation of Intramolecularly Coordinated Distannyne by S8: From Tin(I) to Tin(IV) Polysulfide Via Tin(II) Sulfide (pages 450–454)

      Marek Bouška, Dr. Libor Dostál, Dr. Aleš Růžička, Dr. Ludvík Beneš and Dr. Roman Jambor

      Article first published online: 7 DEC 2010 | DOI: 10.1002/chem.201002584

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      The redox reaction of distannyne 1 with S8 allowed the synthesis of organotin(II) sulfide [({2,6-(Me2NCH2)2C6H3}Sn)2S] (2) in the first step of the oxidation. The second step afforded the isolation of the heptathiadistannabicyclo[1.1.5]nonane [({2,6-(Me2NCH2)2C6H3}Sn(μ-S))2(μ-S5)] (3)—a new organotin(IV) polysulfide.

    6. Intramolecularly Coordinated Tin(II) Selenide and Triseleneoxostannonic Acid Anhydride (pages 455–459)

      Marek Bouška, Dr. Libor Dostál, Dr. Frank de Proft, Dr. Aleš Růžička, Prof. Antonín Lyčka and Dr. Roman Jambor

      Article first published online: 7 DEC 2010 | DOI: 10.1002/chem.201002641

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      Redox-type reactions of intramolecularly coordinated organotin(I) compound 1 with Se provided compound 2, the first structurally characterized selenide of low-valent Group 14 elements, and compound 3, representing a new class of “carbon-free” carboxylic acid analogues.

    7. Radiolabelling

      Rapid Carbon-11 Radiolabelling for PET Using Microfluidics (pages 460–463)

      Dr. Philip W. Miller, Dr. Hélène Audrain, Dr. Dirk Bender, Prof. Andrew J. deMello, Prof. Antony D. Gee, Prof. Nicholas J. Long and Dr. Ramon Vilar

      Article first published online: 3 DEC 2010 | DOI: 10.1002/chem.201002644

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      Labels all around: A gas–liquid microfluidic reactor is used for the first time to efficiently perform [11C]carbon monoxide carbonylation reactions for the preparation of 11C-radiolabelled amide molecules within a short timeframe (<15 min; see scheme).

    8. Dendrimers

      Dendritic Ruthenium(II)-Based Dyes Tuneable for Diagnostic or Therapeutic Applications (pages 464–467)

      Albert Ruggi, Dr. Chantal Beekman, Dr. Dorothee Wasserberg, Prof. Dr. Vinod Subramaniam, Prof. Dr. David N. Reinhoudt, Dr. Fijs W. B. van Leeuwen and Dr. Aldrik H. Velders

      Article first published online: 3 DEC 2010 | DOI: 10.1002/chem.201002514

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      Shining brightly: The synthesis, characterisation and photophysical behaviour of two new luminescent dendrimers based on ruthenium(II) dyes, carrying 32 positive (1) or 32 negative (2) charges, is described. The combination of stoichiometric control and the absence of self-quenching of the ruthenium dyes results in a maximum increase in the fluorescence of the dendrimer corresponding to the number of substituents, and offers a straightforward and promising approach to the realisation of very bright labels.

  8. Full Papers

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Concept
    8. Communications
    9. Full Papers
    10. Preview
    1. Supramolecular Chemistry

      Elucidating the Origin of Diastereoselectivity in a Self-Replicating System: Selfishness versus Altruism (pages 468–480)

      Dr. Arne Dieckmann, Sabrina Beniken, Dr. Christian D. Lorenz, Dr. Nikos L. Doltsinis and Prof. Dr. Günter von Kiedrowski

      Article first published online: 5 JAN 2011 | DOI: 10.1002/chem.201002325

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      Modelled to perfection! A diastereoselective self-replicating system based on the cycloaddition of a fulvene derivative and a maleimide was investigated by using a two-pronged approach of combining NMR spectroscopy with computational modelling. One template takes over the resources as a “selfish” autocatalyst, while exploiting the competitor as a weak “altruist”, resulting in a diastereoselectivity of 16:1.

    2. Protein Folding

      Rapid and Quantitative Disulfide Bond Formation for a Polypeptide Chain Using a Cyclic Selenoxide Reagent in an Aqueous Medium (pages 481–485)

      Kenta Arai, Dr. Kenichi Dedachi and Prof. Dr. Michio Iwaoka

      Article first published online: 13 DEC 2010 | DOI: 10.1002/chem.201002742

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      Stochastic reaction: Oxidative folding experiments were carried out for a recombinant hirudin variant at pH 7.0 and 25 °C by using water soluble selenoxide DHSox as an oxidant. The stochastic disulfide (SS) bond formation observed was reasonably explained by the potential energy surface revealed by ab initio calculations. The presence of a reactive thioselenurane intermediate with a linear O-Se-S unit was suggested.

    3. Peptides

      Deamidation and Transamidation of Substance P by Tissue Transglutaminase Revealed by Electron-Capture Dissociation Fourier Transform Mass Spectrometry (pages 486–497)

      Luca Fornelli, Dr. Adrien W. Schmid, Luigino Grasso, Dr. Horst Vogel and Dr. Yury O. Tsybin

      Article first published online: 30 NOV 2010 | DOI: 10.1002/chem.201002483

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      Substance of use: Electron-capture dissociation mass spectrometry of the neuropeptide substance P that has been modified by using tissue transglutaminase shows specific sites of its deamidation and transamidation (see image). In vitro Ca2+-signaling assays revealed that singly deamidated substance P has increased agonist potency towards its natural receptor.

    4. Donor–Acceptor Systems

      Enhanced Functionality for Donor–Acceptor Oligothiophenes by means of Inclusion of BODIPY: Synthesis, Electrochemistry, Photophysics, and Model Chemistry (pages 498–507)

      Dr. Daniel Collado, Dr. Juan Casado, Sandra Rodríguez González, Prof. Juan T. López Navarrete, Prof. Rafael Suau, Dr. Ezequiel Perez-Inestrosa, Dr. Ted. M. Pappenfus and Dr. M. Manuela M. Raposo

      Article first published online: 5 NOV 2010 | DOI: 10.1002/chem.201001942

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      A push in the right direction: New push–pull oligothiophenes based on the boron dipyrromethene (BODIPY) moiety as the electron acceptor and more well-known oligothiophenes substituted with N,N-dialkylamino functions have been synthesized (see graphic) with a view toward enhancing their electron-donor abilities.

    5. Liquid Crystals

      Photocontrolled Manipulation of a Microscale Object: A Rotational or Translational Mechanism (pages 508–515)

      Abu Kausar, Hiroto Nagano, Dr. Yutaka Kuwahara, Dr. Tomonari Ogata and Prof. Seiji Kurihara

      Article first published online: 12 NOV 2010 | DOI: 10.1002/chem.201001238

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      Manipulate! Photocontrolled manipulation of a microscale object was observed on the surface of azobenzenedoped liquid crystalline films upon irradiation with a UV-visible/Ar+ laser. The mode of manipulation (translation or rotation, see figure) and direction of rotation (clockwise or counter-clockwise) was controlled by changing the optical isomer of the azobenzene compound.

    6. Cycloaddition Reactions

      Enantioselective Cycloadditions of 2-Alkenoylpyridine-N-oxides Catalysed by a Bis(oxazoline)/CuII Complex: Structure of the Reactive Intermediate (pages 516–520)

      Dr. Alessandro Livieri, Dr. Massimo Boiocchi, Prof. Giovanni Desimoni and Prof. Giuseppe Faita

      Article first published online: 4 NOV 2010 | DOI: 10.1002/chem.201002017

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      Catalysed cycloadditions: Diels–Alder and 1,3-dipolar cycloaddition reactions involving (E)-3-aryl-1-(pyridin-2-yl-N-oxide)prop-2-en-1-ones are efficiently catalysed by bis(oxazoline)–CuII complexes (up to 98 % ee; see scheme). The absolute configurations of the cycloadducts and the structure of the reactive complex were determined by X-ray analysis. The stereochemical outcome of the catalysed process is consistent with a reagent approach to the less hindered face of the coordinated pyridine-N-oxides.

    7. Luminescence

      Remarkable Luminescence Properties of Lanthanide Complexes with Asymmetric Dodecahedron Structures (pages 521–528)

      Kohei Miyata, Dr. Tetsuya Nakagawa, Ryuhei Kawakami, Yuki Kita, Katsufumi Sugimoto, Assoc.-Prof. Dr. Takuya Nakashima, Takashi Harada, Prof. Dr. Tsuyoshi Kawai and Prof. Dr. Yasuchika Hasegawa

      Article first published online: 5 NOV 2010 | DOI: 10.1002/chem.201001993

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      Lighting the way: Some EuIII and SmIII complexes with novel asymmetric structures composed of oxo-linked bidentate phosphane oxide ligands (see figure) are presented. Based on structural and photophysical findings, the remarkably strong luminescence properties of lanthanide complexes with characteristic trigonal dodecahedron structures are demonstrated.

    8. Computational Chemistry

      Can Enantioselectivity be Computed in Enthalpic Barrierless Reactions? The Case of CuI-Catalyzed Cyclopropanation of Alkenes (pages 529–539)

      Prof. Dr. José I. García, Dr. Gonzalo Jiménez-Osés and Prof. Dr. José A. Mayoral

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201001262

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      Calculating enantioselectivity in enthalpic barrierless reactions seems an impossible task due to the lack of genuine transition states (TS) on the potential-energy surface (PES). However, in the case of the cyclopropanation reaction of alkenes by cationic chiral copper complexes there is a chance of predicting enantioselectivity (see figure).

    9. Photocatalysts

      One-Step and Self-Assembly Based Fabrication of Pt/TiO2 Nanohybrid Photocatalysts with Programmed Nanopatterns (pages 540–545)

      Yu Jin Jang and Prof. Dong Ha Kim

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201001802

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      Tunable morphologies from nanodot to nanowire arrays to mesoporous structures (see figure) of Pt/TiO2 nanohybrids were easily obtained by controlling the relative content of the titanium sol–gel precursors compared with the amount of block copolymers and Pt. These Pt/TiO2 nanocomposites were utilized as photocatalysts with enhanced activity via synergistic coupling.

    10. Metallomesogens

      Mesomorphism and Luminescence Properties of Platinum(II) Complexes with Tris(alkoxy)phenyl-Functionalized Pyridyl Pyrazolate Chelates (pages 546–556)

      Ching-Ting Liao, Dr. Hsiu-Hui Chen, Prof. Hsiu-Fu Hsu, Anurach Poloek, Hsiu-Hsuan Yeh, Prof. Yun Chi, Kang-Wei Wang, Dr. Chin-Hung Lai, Gene-Hsiang Lee, Chun-Wei Shih and Prof. Pi-Tai Chou

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201000994

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      Luminous liquid crystals: A series of new mesomorphic platinum(II) complexes is reported herein. Pyridyl azolate ligands have been strategically functionalized with tris(alkoxy)phenyl groups with various alkyl chain lengths. The luminescence properties of the four compounds were investigated in solution and in the liquid-crystalline (LC) state (see figure).

    11. Protein Engineering

      Engineering the Promiscuous Racemase Activity of an Arylmalonate Decarboxylase (pages 557–563)

      Dr. Robert Kourist, Yusuke Miyauchi, Prof. Daisuke Uemura and Prof. Kenji Miyamoto

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201001924

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      Creating space for large substrates: After protein engineering, a variant of arylmalonate decarboxylase (AMDase) from Bordatella bronchoseptica with a 20-fold shift towards promiscuous racemisation was obtained. The mutant showed an extended substrate range, with a 30-fold increase in the reaction rate towards ketoprofen (see model of a related structure in the active site).

    12. Cyclisation

      Competitive Pathways in the Reaction of Lithium Oxy-ortho-quinodimethanes and Fischer Alkoxy Alkynyl Carbene Complexes: Synthesis of Highly Functionalised Seven-Membered Benzocarbocycles (pages 564–571)

      Dr. Patricia García-García, Carlos Novillo, Dr. Manuel A. Fernández-Rodríguez and Dr. Enrique Aguilar

      Article first published online: 5 NOV 2010 | DOI: 10.1002/chem.201002092

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      Multitalented chemicals: Depending on the structure of the reagents and on the surroundings, up to four different types of cyclisation have been found for the reaction of 1-oxy-ortho-quinodimethanes (oQDMs) and alkoxy alkynyl Fischer carbene complexes. In all cases, 1-oxy-oQDMs behave as enolates or as vinylogous enolates (see scheme).

    13. Photocatalysis

      Smooth Photocatalytic Preparation of 2-Substituted 1,3-Benzodioxoles (pages 572–579)

      Davide Ravelli, Prof. Angelo Albini and Prof. Maurizio Fagnoni

      Article first published online: 16 NOV 2010 | DOI: 10.1002/chem.201002546

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      Light up your chemistry! The smooth photocatalyzed activation (by a decatungstate salt, TBADT; see scheme, EWG=electron-withdrawing group) of 1,3-benzodioxole methylene hydrogen atoms allowed the synthesis of 2-substituted-1,3-benzodioxoles by reaction with electron-poor olefins.

    14. Cluster Compounds

      Geometrically Specific Imino Complexes of the [Re63-Se)8]2+ Core-Containing Clusters (pages 580–587)

      Dr. Xiaoyan Tu, Huong Truong, Eli Alster, Dr. Alvaro Muñoz-Castro, Prof. Dr. Ramiro Arratia-Pérez, Dr. Gary S. Nichol and Prof. Dr. Zhiping Zheng

      Article first published online: 5 NOV 2010 | DOI: 10.1002/chem.201001975

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      Core control: Imino complexes of the [Re63-Se)8]2+ core-containing clusters were prepared by the reaction of the corresponding cluster–nitrile complexes with organic azides. A mechanism involving an initial equilibrium between the nitrile and azido complexes, strongly favoring the former, followed by the photo-decomposition of the azido intermediate, is invoked to rationalize the observed facility and geometric specificity in the formation of these novel cluster complexes.

    15. Natural Products

      A First Total Synthesis of a Hybrid-Type Ganglioside Associated with Amyotrophic Lateral Sclerosis-Like Disorder (pages 588–597)

      Shinya Nakashima, Dr. Hiromune Ando, Dr. Akihiro Imamura, Dr. Nobuhiro Yuki, Dr. Hideharu Ishida and Dr. Makoto Kiso

      Article first published online: 5 NOV 2010 | DOI: 10.1002/chem.201002184

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      ALS good as new: To understand the etiology of an amyotrophic lateral sclerosis (ALS)-like disorder, the hybrid ganglioside X1 was synthesized in a highly efficient and convergent manner (see scheme). The reactivity of X1 with a patient's serum IgM antibodies was examined.

    16. Heterogeneous Catalysis

      High-Temperature Stable, Iron-Based Core–Shell Catalysts for Ammonia Decomposition (pages 598–605)

      Mathias Feyen, Dr. Claudia Weidenthaler, Dr. Robert Güttel, Klaus Schlichte, Ulrich Holle, Prof. Dr. An-Hui Lu and Prof. Dr. Ferdi Schüth

      Article first published online: 5 NOV 2010 | DOI: 10.1002/chem.201001827

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      Agglomeration impossible: We have synthesized iron-based core–shell nanocatalysts with a remarkable morphologic stability and demonstrated that they are active and stable up to 800 °C in an ammonia decomposition reaction (see figure). Their structure evolution was monitored by in situ XRD under simulated reaction conditions.

    17. High-Pressure Chemistry

      One-Pot Synthesis of 1,3,5-Tribenzoylbenzenes by Three Consecutive Michael Addition Reactions of 1-Phenyl-2-propyn-1-ones in Pressurized Hot Water in the Absence of Added Catalysts (pages 606–612)

      Makoto Tanaka, Kazuya Nakamura, Tatsuya Iwado, Dr. Toshiyuki Sato, Dr. Masaki Okada, Dr. Kiwamu Sue, Prof. Dr. Hiizu Iwamura and Prof. Dr. Toshihiko Hiaki

      Article first published online: 12 NOV 2010 | DOI: 10.1002/chem.201001946

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      Under critical pressure! In sub- and supercritical water, the cyclotrimerization reaction shown in the scheme proceeds without any additive (X=ambient OH) in a few minutes, and the solid product is obtained simply by filtration of the water after cooling.

    18. Receptors

      Halide-Guided Oligo(aryl-triazole-amide)s Foldamers: Receptors for Multiple Halide Ions (pages 613–619)

      Ying Wang, Dr. Junfeng Xiang and Prof. Hua Jiang

      Article first published online: 16 NOV 2010 | DOI: 10.1002/chem.201001560

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      Bind more halide ions: Oligo(phenyl-amide-triazole)s can fold into a helical conformation induced by halide ions. The binding models and affinities of oligomers for anions are dependent on the length of foldamers. The longer foldamers are able to host two chloride or bromide ions and increase its helical pitch so as to release the electrostatic repulsion between halide ions (see figure).

    19. Enzymes

      Structural Effects of Fe3O4 Nanocrystals on Peroxidase-Like Activity (pages 620–625)

      Shanhu Liu, Feng Lu, Dr. Ruimin Xing and Prof. Jun-Jie Zhu

      Article first published online: 29 NOV 2010 | DOI: 10.1002/chem.201001789

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      A question of shape: Three distinct structures of Fe3O4 nanocrystals, cluster spheres, octahedra, and triangular plates, have been fabricated by a similar hydrothermal procedure. These different Fe3O4 nanostructures had different specific surface areas and exposed crystal planes, and thus exhibited different levels of peroxidase-like activities, in the order of cluster spheres> triangular plates>octahedra (see figure).

    20. Domino Reactions

      Domino Pd-Catalyzed Heck Cyclization and Bismuth-Catalyzed Hydroamination: Formal Synthesis of Elacomine and Isoelacomine (pages 626–633)

      Haruhi Kamisaki, Takeshi Nanjo, Dr. Chihiro Tsukano and Prof. Dr. Yoshiji Takemoto

      Article first published online: 16 NOV 2010 | DOI: 10.1002/chem.201002287

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      Snapped into place! The spiro(pyrrolidine-3,3′-oxindole) core of elacomine (see scheme) and isoelacomine was constructed by domino intramolecular Heck reaction and bismuth-catalyzed hydroamination. The spirocyclized product was readily converted to reported synthetic intermediates of these natural products.

    21. Density Functional Calculations

      Calculated Hydride and Fluoride Affinities of a Series of Carbenium and Silylium Cations in the Gas Phase and in C6H5Cl Solution (pages 634–640)

      Prof. Dmitry G. Gusev and Prof. Oleg V. Ozerov

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201000696

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      To affinity and beyond! Hydride and fluoride affinities for a series of carbenium and silylium cations and fluoride- and hydride-transfer enthalpies have been calculated in the gas phase and in chlorobenzene (see scheme). The calculated trends are consistent with the previous studies and indicate the need for more fluorophilic silylium cations for activation of perfluoroalkanes.

    22. Biosensors

      Magnetic Electrochemiluminescent Fe3O4/CdSe–CdS Nanoparticle/Polyelectrolyte Nanocomposite for Highly Efficient Immunosensing of a Cancer Biomarker (pages 641–648)

      Dr. Guifen Jie, Dr. Lei Wang and Prof. Shusheng Zhang

      Article first published online: 12 NOV 2010 | DOI: 10.1002/chem.201001128

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      Attracting trouble: A novel bifunctional Fe3O4/CdSe–CdS/polyelectrolyte nanocomposite has been prepared (left-hand graphic) that exhibits excellent magnetic properties and an intense electrochemiluminescent (ECL) signal. Antibody immobilization on the nanocomposite electrode yields an ECL immunosensor for sensitive carcinoembryonic antigen detection (right-hand graphic).

    23. Chemical Biology

      Diversity Through a Branched Reaction Pathway: Generation of Multicyclic Scaffolds and Identification of Antimigratory Agents (pages 649–654)

      Dr. Zhiming Wang, Dr. Sabrina Castellano, Dr. Sape S. Kinderman, Christian E. Argueta, Dr. Anwar B. Beshir, Prof. Gabriel Fenteany and Prof. Ohyun Kwon

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201002195

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      Diversity rules! A library of heterocyclic compounds featuring 16 distinct scaffolds has been synthesized through a sequence of phosphine-catalyzed ring-forming reactions (Step 1), Tebbe reactions (Step 2), Diels–Alder reactions (Step 3), and, in some cases, hydrolysis. This diversity-oriented synthesis produced a collection of compounds exhibiting high levels of structural variation from which molecules were identified that inhibit cell migration and invasion.

    24. Self-Assembly

      Self-Organized Polymer Nanocomposite Inverse Opal Films with Combined Optical Properties (pages 655–660)

      Hongmin Ma, Dr. Jiwei Cui, Jingfei Chen and Prof. Dr. Jingcheng Hao

      Article first published online: 12 NOV 2010 | DOI: 10.1002/chem.201001147

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      Nanocomposite honeycombs: Highly ordered polymer nanocomposite honeycomb films were prepared with a combination of nanoparticle microphase separation and breath-figure templating. The formation of ordered breath figures is directed by the segregation of gold nanoparticles at the solution/water interface (see figure).

    25. Electrochemistry

      Graphene-Encapsulated Fe3O4 Nanoparticles with 3D Laminated Structure as Superior Anode in Lithium Ion Batteries (pages 661–667)

      Dr. Jia-Zhao Wang, Chao Zhong, Dr. David Wexler, Nurul Hayati Idris, Prof. Zhao-Xiang Wang, Prof. Li-Quan Chen and Prof. Hua-Kun Liu

      Article first published online: 5 NOV 2010 | DOI: 10.1002/chem.201001348

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      That's a wrap! A Fe3O4–graphene nanosheet composite with a 3D laminated structure has been synthesised through a simple hydrothermal method. The as-prepared Fe3O4–graphene nanosheet composite (see figure) exhibits superior cycling behaviour, retaining a capacity above 650 mAh g−1 beyond 100 cycles.

    26. Metallofullerenes

      A Piggyback Ride for Transition Metals: Encapsulation of Exohedral Metallofullerenes in Carbon Nanotubes (pages 668–674)

      Dr. Thomas W. Chamberlain, Prof. Neil R. Champness, Prof. Martin Schröder and Dr. Andrei N. Khlobystov

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201001288

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      “Nano” test tubes! Metal atoms get a piggyback ride from fullerenes to enter nanotubes. As a model system, Os complexes attached to the exterior of fullerene C60 (exohedral metallofullerenes) were shown to be dragged into the nanotube spontaneously and irreversibly due to strong van der Waals interactions, specific for fullerenes and carbon nanotubes (see scheme).

    27. Antitumor Agents

      Synthesis and Biological Properties of the Cytotoxic 14-Membered Macrolides Aspergillide A and B (pages 675–688)

      Dr. Santiago Díaz-Oltra, César A. Angulo-Pachón, Dr. Juan Murga, Dr. Eva Falomir, Prof. Dr. Miguel Carda and Prof. Dr. J. Alberto Marco

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201001682

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      Toxic: Stereoselective and convergent syntheses of the cytotoxic, naturally occurring macrolides aspergillides A (1) and B (2) are described. Their cytotoxic properties and those of some synthetic intermediates or side products have been evaluated.

    28. Cage Compounds

      Photocontrollable Analyte-Responsive Fluorescent Probes: A Photocaged Copper-Responsive Fluorescence Turn-On Probe (pages 689–696)

      Lin Yuan, Prof. Weiying Lin, Zengmei Cao, Lingliang Long and Jizeng Song

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201001923

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      Smart probes: A new type of smart fluorescent probe is reported. Compared to traditional fluorescent probes, this new one has the advantage of spatiotemporal control, as the sensing of the analyte of interest is photocontrollable (see figure). A caged copper-responsive fluorescent probe has been constructed, and its sensing response to Cu2+ both in solution and in living cells is shown to be light dependent.

    29. NMR Spectroscopy

      Kinetics from Indirectly Detected Hyperpolarized NMR Spectroscopy by Using Spatially Selective Coherence Transfers (pages 697–703)

      Talia Harris, Dr. Patrick Giraudeau and Prof. Lucio Frydman

      Article first published online: 9 NOV 2010 | DOI: 10.1002/chem.201002151

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      Hyperpolarized—in a way: The combination of spatially encoded methods with indirectly detected 1H NMR spectroscopy (see figure) forms a powerful new tool for monitoring the fate of hyperpolarized metabolites.

    30. Asymmetric Complexes

      Mechanistic Insight into the Reactivity of Oxotransferases by Novel Asymmetric Dioxomolybdenum(VI) Model Complexes (pages 704–713)

      Dr. Ramasamy Mayilmurugan, Bastian N. Harum, Dr. Manuel Volpe, Prof. Dr. Alexander F. Sax, Prof. Dr. Mallayan Palaniandavar and Prof. Dr. Nadia C. Mösch-Zanetti

      Article first published online: 12 NOV 2010 | DOI: 10.1002/chem.201001177

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      Catalytic oxygen transfer: A series of asymmetric molybdenum(VI) complexes has been fully characterized by using NMR spectroscopy, mass spectrometry, elemental analysis, electrochemical methods, and single-crystal X-ray diffraction analyses. The complexes exhibit very different oxygen-atom-transfer reactivities, which can be related to the different stereochemistries and the trans effects of the phenolate oxygen compared to the amine nitrogen atoms, as shown by DFT calculations (see figure).

    31. Computational Chemistry

      Starlike Aluminum–Carbon Aromatic Species (pages 714–719)

      Dr. Yan-Bo Wu, Jin-Liang Jiang, Hai-Gang Lu, Prof. Zhi-Xiang Wang, Nancy Perez-Peralta, Rafael Islas, Maryel Contreras, Prof. Gabriel Merino, Judy I-Chia Wu and Prof. Paul von Ragué Schleyer

      Article first published online: 16 DEC 2010 | DOI: 10.1002/chem.201001266

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      Star chemistry! A molecular star (C5Al5) has been identified computationally (see figure). The energetics at high level and extensive explorations at the DFT level on its potential energy surface indicate that the starlike structure could be a global minimum, which makes it promising for experimental realization.

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      Preview: Chem. Eur. J. 3/2011 (page 723)

      Article first published online: 5 JAN 2011 | DOI: 10.1002/chem.201190005

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