Chemistry – An Asian Journal

Cover image for Vol. 5 Issue 5

Special Issue: Dedicated Issue – Celebrating 100 Years of Chemistry and Chemical Education at Peking University

May 3, 2010

Volume 5, Issue 5

Pages 961–1243

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Editorial
    4. Graphical Abstract
    5. News
    6. Focus Reviews
    7. Communications
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    1. Cover Picture: Integrating Reaction Chemistry into Molecular Electronic Devices (Chem. Asian J. 5/2010) (page 961)

      Qian Shen, Xuefeng Guo, Michael L. Steigerwald and Colin Nuckolls

      Version of Record online: 29 APR 2010 | DOI: 10.1002/asia.201090013

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      It's all in the wiring… … when it comes to the design and fabrication of new families of molecular electronic devices. In their Focus Review on page 1040 ff., X. Guo, C. Nuckolls et al. describe how reaction chemistry is an efficient means for covalently bridging the nanogaps between separated contacts for molecular devices. In each case, ever-reducing top-down device fabrication existing in the silicon-based semiconductor industry is tailored to meet the requirements of ever-expanding length scales of bottom-up assembly. The combination of directed self-assembly and programmed chemical reactions with device fabrication allows researchers to modify the electrodes and then to complete electrical circuits by chemically connecting the electrodes.

  2. Editorial

    1. Top of page
    2. Cover Picture
    3. Editorial
    4. Graphical Abstract
    5. News
    6. Focus Reviews
    7. Communications
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      The 100th Anniversary of Chemical Research and Education at Peking University (pages 964–965)

      Song Gao, Kai Wu and Zhongfan Liu

      Version of Record online: 29 APR 2010 | DOI: 10.1002/asia.201000265

  3. Graphical Abstract

    1. Top of page
    2. Cover Picture
    3. Editorial
    4. Graphical Abstract
    5. News
    6. Focus Reviews
    7. Communications
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  4. News

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    3. Editorial
    4. Graphical Abstract
    5. News
    6. Focus Reviews
    7. Communications
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  5. Focus Reviews

    1. Top of page
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    3. Editorial
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    5. News
    6. Focus Reviews
    7. Communications
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    1. Nanomaterials

      Controlled Preparation of Inorganic Nanostructures on Substrates by Dip-Pen Nanolithography (pages 980–990)

      Yan Li, Hao Sun and Haibin Chu

      Version of Record online: 25 MAR 2010 | DOI: 10.1002/asia.200900681

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      Dip-pen nanolithography (DPN) can be used as a feasible technique for the fabrication of various inorganic nanostructures on substrates with nanometer-scaled resolution. The high registration and great flexibility in shape and location control make it unique and powerful. This atomic force microscopy based technique also offers convenience for in situ characterization of the obtained nanostructures. This Focus Review summarizes the challenges and progress in preparing inorganic nanostructures with DPN.

    2. Energy Transfer

      Dendrimers: A Mimic Natural Light-Harvesting System (pages 992–1005)

      Yi Zeng, Ying-Ying Li, Jinping Chen, Guoqiang Yang and Yi Li

      Version of Record online: 15 APR 2010 | DOI: 10.1002/asia.200900653

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      Passed on through the generations: Dendrimers are well-defined tree-like macromolecules having numerous chain ends all emanating from a single core, which make them mimics of natural light-harvesting systems. Recent developments of light-harvesting dendrimers will be discussed in this article, focusing on their energy transfer and electron transfer properties.

    3. Organic Materials

      Near-Infrared Organic Compounds and Emerging Applications (pages 1006–1029)

      Gang Qian and Zhi Yuan Wang

      Version of Record online: 29 MAR 2010 | DOI: 10.1002/asia.200900596

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      All in red: This Focus Review concentrates on the emerging class of near-infrared (NIR) organic compounds containing the three types of chromophores, conjugated polyene, polymethine, and donor–acceptor, whose absorption and emission wavelengths are typically above 800 nm. The NIR-absorbing, -fluorescence, and -photosensitizing properties have been explored for applications in heat absorbers, solar cells, and NIR light-emitting diodes.

    4. Nanostructures

      Chemistry in the Nanospace of Carbon Nanotubes (pages 1030–1038)

      Zhiyong Wang, Zujin Shi and Zhennan Gu

      Version of Record online: 12 MAR 2010 | DOI: 10.1002/asia.200900557

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      Size matters: Carbon nanotubes can be filled with guest molecules, and the structure of the encapsulated molecules is dependent on the inner size of the carbon nanotubes. This Focus Review concentrates on the novel phases and transformation of the encapsulated molecules and the effects of encapsulation on the carbon nanotubes.

    5. Molecular Electronics

      Integrating Reaction Chemistry into Molecular Electronic Devices (pages 1040–1057)

      Qian Shen, Xuefeng Guo, Michael L. Steigerwald and Colin Nuckolls

      Version of Record online: 23 MAR 2010 | DOI: 10.1002/asia.200900565

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      Bridging the gap: This Focus Review provides an overview of the design and fabrication of new families of molecular electronic devices where reaction chemistry is an efficient means for covalently bridging the nanogaps between separated contacts. The combination of directed self-assembly and programmed chemical reactions with device fabrication allows us to modify the electrodes and then to complete electrical circuits by chemically connecting the electrodes.

    6. Polymerization

      Recent Progress of Catalytic Polymerization for Controlling Polymer Topology (pages 1058–1070)

      Zhibin Guan

      Version of Record online: 12 APR 2010 | DOI: 10.1002/asia.200900749

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      Catalysis is the key for efficient control of polymer topology. In this Focus Review, a few catalytic polymerizations are highlighted for efficient transformation of simple olefins into cyclic, multiblock, and dendritic architectures, respectively. Most excitingly, chain walking polymerization using a PdII-α-diimine catalyst provides a one-pot synthesis of functional polymers having globular dendritic topology.

    7. Carbocycles

      Transition-Metal-Catalyzed Cycloadditions for the Synthesis of Eight-Membered Carbocycles (pages 1072–1088)

      Zhi-Xiang Yu, Yi Wang and Yuanyuan Wang

      Version of Record online: 29 APR 2010 | DOI: 10.1002/asia.200900712

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      More than one way to forge a powerful ring: This Focus Review summarizes metal-catalyzed cycloaddition reactions to synthesize eight-membered carbocycles that are found in many natural products of biological and medicinal significance. Application of some of these metal-catalyzed cycloadditions in the total synthesis of natural products such as a Ni-catalyzed [(4+4)] reaction toward astericanolide and Rh-catalyzed [(5+2)+1] reaction toward hirsutene, desoxyhypnophilin, and pentalene has been documented.

  6. Communications

    1. Top of page
    2. Cover Picture
    3. Editorial
    4. Graphical Abstract
    5. News
    6. Focus Reviews
    7. Communications
    8. Full Papers
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    1. Arylation

      PdII-Catalyzed Highly Selective Arylation of Allyl Esters via C[BOND]H Functionalization of Unreactive Arenes with Retention of the Traditional Leaving Group (pages 1090–1093)

      Delin Pan, Miao Yu, Wei Chen and Ning Jiao

      Version of Record online: 8 FEB 2010 | DOI: 10.1002/asia.200900558

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      A highly selective Fujiwara–Moritani oxidative Heck reaction of allyl esters with unreactive arenes via C[BOND]H bond activation was developed, in which β-H elimination is highly chemo-, regio- and stereoselective. Moreover, even electron-deficient arenes are tolerated in this type of C[BOND]H activation.

    2. Nucleic Acids

      Direct Visualization of Conformational Switch of i-Motif DNA with a Cationic Conjugated Polymer (pages 1094–1098)

      Xinsheng Ren, Fang He and Qing-Hua Xu

      Version of Record online: 22 FEB 2010 | DOI: 10.1002/asia.200900496

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      Seeing is believing: A combination of a polythiophene derivative (PMNT) and i-motif DNA was found to behave like a pH-dependent switch that undergoes a reversible conformational switch, which can be directly visualized by naked eyes or by using a fluorescence method.

  7. Full Papers

    1. Top of page
    2. Cover Picture
    3. Editorial
    4. Graphical Abstract
    5. News
    6. Focus Reviews
    7. Communications
    8. Full Papers
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    1. Heterogeneous Catalysis

      Selective Hydrogenolysis of Glycerol to Propylene Glycol on Cu–ZnO Composite Catalysts: Structural Requirements and Reaction Mechanism (pages 1100–1111)

      Shuai Wang, Yichi Zhang and Haichao Liu

      Version of Record online: 29 MAR 2010 | DOI: 10.1002/asia.200900668

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      Working together: Glycerol is efficiently hydrogenolyzed to propylene glycerol on Cu–ZnO catalysts with strong interactions between Cu and ZnO which favor the rate-determining step of glycerol dehydrogenation to glyceraldehyde (see scheme).

    2. C[BOND]H Insertion

      RhII-Catalyzed Reaction of α-Diazocarbonyl Compounds Bearing β-Trichloroacetylamino Substituent: C[BOND]H Insertion versus 1,2-H Shift (pages 1112–1119)

      Zhenhua Zhang, Weifeng Shi, Jian Zhang, Bo Zhang, Bingge Liu, Yiyang Liu, Bo Fan, Fengping Xiao, Feng Xu and Jianbo Wang

      Version of Record online: 10 DEC 2009 | DOI: 10.1002/asia.200900352

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      The effect of the neighbors: The RhII-carbene reaction is dramatically affected by the adjacent substituents. When the adjacent substituent is a trichloroacetylamino group, the 1,2-H shift is suppressed, and 1,5-C[BOND]H insertion is the major reaction pathway. This highly stereoselective 1,5-C[BOND]H insertion may be utilized as a novel method to synthesize five-membered β-amino acid derivatives.

    3. Siloles

      Formation of α-Lithio Siloles from Silylated 1,4-Dilithio-1,3-Butadienes: Mechanism and Applications (pages 1120–1128)

      Qian Luo, Chao Wang, Li Gu, Wen-Xiong Zhang and Zhenfeng Xi

      Version of Record online: 10 DEC 2009 | DOI: 10.1002/asia.200900287

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      An efficient way: A useful transformation from silylated 1,4-dilithio-1,3-butadienes to α-lithio siloles, which further afford diversified siloles, including phenyl-, biphenyl-, and fluorenyl-linked bis-siloles, is achieved. The structure of the α-lithio silole was confirmed by single-crystal X-ray structural analysis to adopt a dimeric fashion through two lithium bridges.

    4. Enzyme Kinetics

      Complex Kinetics of Fluctuating Enzymes: Phase Diagram Characterization of a Minimal Kinetic Scheme (pages 1129–1138)

      Wei Min, Liang Jiang and X. Sunney Xie

      Version of Record online: 16 MAR 2010 | DOI: 10.1002/asia.200900627

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      Keep those enzymes moving: This study reveals that fluctuating enzymes with only two conformational channels can display surprisingly complex and versatile kinetic behaviors (phases) including substrate inhibition (SI), sigmoidal kinetics (SM), convex biphasic (CVB), and concave biphasic (CCB).

    5. Radical Copolymerization

      Unusual Chiral Transfer in Radical Copolymerization of Vinyl Monomers Bearing Side-on p-Terphenyl Pendants (pages 1139–1145)

      Jiaxi Cui, Anhua Liu, Hongqing Cao, Xinhua Wan and Qifeng Zhou

      Version of Record online: 18 MAR 2010 | DOI: 10.1002/asia.200900529

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      A radical helter-skelter ride: The weak steric interaction between a helical propagation radical (see figure) and an incoming monomer drives the polymer chain to grow in a specific direction and the selectivity becomes gradually lower, as the degree of polymerization increases. These two facts act together to cause an unusual linear relationship between optical activity and copolymer composition.

    6. Fluorescent Probes

      Development of a High-Throughput Screening Platform for DNA 3′-Phosphatases and Their Inhibitors Based on a Universal Molecular Beacon and Quantitative Real-time PCR (pages 1146–1151)

      Chen Song, Chen Zhang and Mei-Ping Zhao

      Version of Record online: 20 APR 2010 | DOI: 10.1002/asia.200900661

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      Looping back: An efficient detection system for rapid screening of DNA 3′-phosphatases and their inhibitors is presented. A unique template substrate has been designed to hybridize with the universal molecular beacon (U-MB), and the detection process is carried out in a quantitative real-time PCR. The method is successfully applied to monitor the activity and kinetics of the two typical 3′-phosphatases.

    7. Glycosylation

      Rate-Dependent Inverse-Addition β-Selective Mannosylation and Contiguous Sequential Glycosylation Involving β-Mannosidic Bond Formation (pages 1152–1162)

      Shih-Sheng Chang, Che-Hao Shih, Kwun-Cheng Lai and Kwok-Kong Tony Mong

      Version of Record online: 23 MAR 2010 | DOI: 10.1002/asia.200900765

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      Update your synthesis! The selectivity of direct β-mannosylations was found to be dependent on the addition rate of the mannosyl trichloroacetimidate donor (see scheme). This finding enables the incorporation of β-mannosidic bond formation in contiguous sequential glycosylation.

    8. Porphyrins

      Water Accessibility to the Binding Cleft as a Major Switching Factor from Entropy-Driven to Enthalpy-Driven Binding of an Alkyl Group by Synthetic Receptors (pages 1163–1170)

      Sayaka Matsumoto, Hiroya Iwamoto and Tadashi Mizutani

      Version of Record online: 8 APR 2010 | DOI: 10.1002/asia.200900679

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      Enthalpy versus entropy: Enthalpy-driven hydrophobic binding of alkyl groups to a receptor with four alkyl pillars was found to originate from partially incomplete dehydration of the nonpolar surface of the host and guest. The binding of alkyl groups to a receptor with eight alkyl pillars was driven by an entropic force, whereby water was excluded from the binding site.

    9. Nanomaterials

      Hydrothermal Synthesis of Ionic Liquid [Bmim]OH-Modified TiO2 Nanoparticles with Enhanced Photocatalytic Activity under Visible Light (pages 1171–1177)

      Shaozheng Hu, Anjie Wang, Xiang Li, Yao Wang and Holger Löwe

      Version of Record online: 8 APR 2010 | DOI: 10.1002/asia.200900629

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      Visible response: [Bmim]OH-modified TiO2 nanocomposites synthesized by a hydrothermal procedure show significantly higher photocatalytic performance in the degradation of methylene blue under visible-light irradiation than pure TiO2. The characterization results reveal that [Bmim]OH are probably bonded to the surface Ti[BOND]OH groups of the TiO2 particles rather than adsorbed on the surface.

    10. Heterogeneous Catalysis

      Ionic Liquid Immobilized Nickel(0) Nanoparticles as Stable and Highly Efficient Catalysts for Selective Hydrogenation in the Aqueous Phase (pages 1178–1184)

      Yu Hu, Yinyin Yu, Zhenshan Hou, Hanming Yang, Bo Feng, Huan Li, Yunxiang Qiao, Xiangrui Wang, Li Hua, Zhenyan Pan and Xiuge Zhao

      Version of Record online: 25 MAR 2010 | DOI: 10.1002/asia.200900628

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      A convenient preparation of nickel nanoparticles (NPs) well-dispersed in the aqueous phase is presented. The Ni NPs were employed as highly efficient catalysts for the selective hydrogenation of C[DOUBLE BOND]C double bonds in the aqueous phase under mild reaction conditions. The nanocatalysts in the aqueous phase are stable enough to be reused at least seven times without significant loss of catalytic activity during subsequent reuse cycles.

    11. Nanomaterials

      SnO2@Poly(HEMA-co-St-co-VPBA) Core-shell Nanoparticles Designed for Selectively Enriching Glycopeptides Followed by MALDI-MS Analysis (pages 1185–1191)

      Wen-Wen Shen, Cheng-Ning Ma, Su-Feng Wang, Huan-Ming Xiong, Hao-Jie Lu and Peng-Yuan Yang

      Version of Record online: 16 MAR 2010 | DOI: 10.1002/asia.200900542

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      Enriching and recovery! The core-shell boronic acid functionalized copolymer nanoparticles were designed for selectively enriching target glycopeptides and then releasing intact glycopeptides. The glycosylation sites of glycopeptides, together with their corresponding glycan chains, were characterized by multistage mass spectrometry.

    12. Organometallics

      Heptahapticity in Binuclear (Cycloheptatrienyl)molybdenum Carbonyl Derivatives: The Interplay between Ring Hapticity/Planarity and Metal–Metal Multiple Bonding (pages 1192–1201)

      Xuejun Feng, Chanyuan Xie, Yaoming Xie, R. Bruce King and Henry F. Schaefer III

      Version of Record online: 12 APR 2010 | DOI: 10.1002/asia.200900363

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      A worthy competitor: Theoretical studies on [(C7H7)2Mo2(CO)n] (see figure) indicate structures with fully bonded heptahapto C7H7 rings and four or fewer carbonyl groups to be energetically competitive, contrary to their chromium analogues. The lowest-energy structures for the carbonyl-richer systems (n=6, 5) contain one trihapto and one pentahapto C7H7 ring.

    13. Photochromics

      Efficient Preparation of Photoswitchable Dithienylethene-Linker-Conjugates by Palladium-Catalyzed Coupling Reactions of Terminal Alkynes with Thienyl Chlorides and Other Aryl Halides (pages 1202–1212)

      Marc Zastrow, Sujatha Thyagarajan, Saleh A. Ahmed, Paul Haase, Sabine Seedorff, Dmitri Gelman, Josef Wachtveitl, Elena Galoppini and Karola Rück-Braun

      Version of Record online: 25 MAR 2010 | DOI: 10.1002/asia.200900503

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      All under control: Suppressing C(sp)[BOND]Si bond activation is a major challenge when coupling chlorothiophenes on route to three tripodal dithienylethene-linker-conjugates with different spacer lengths and footprint areas for the immobilization on semiconductor substrates. Here, experimental conditions are found to suppress the activation of the C(sp)[BOND]Si bond in TIPS-acetylene.

    14. Theoretical Chemistry

      Excited-State Reversible Geminate A*+B[LEFT RIGHT ARROW]C*+D Reaction in Two Dimensions (pages 1213–1219)

      Kihyun Park, Kook Joe Shin and Hyojoon Kim

      Version of Record online: 16 MAR 2010 | DOI: 10.1002/asia.200900585

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      Logarithmic decay in 2D: With the analytical proof of logarithmic decays in two dimensions, we now know all the long-time behaviors in A*+B[LEFT RIGHT ARROW]C*+D type diffusion-influenced reactions.

    15. Nanomaterials

      Improved TiO2 Photocatalytic Reduction by the Intrinsic Electrostatic Potential of BN Nanotubes (pages 1220–1224)

      Chengchun Tang, Jiguang Li, Yoshio Bando, Chunyi Zhi and Dmitri Golberg

      Version of Record online: 12 APR 2010 | DOI: 10.1002/asia.200900613

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      A photoinduced finish: Prominent photoinduced reduction of Ni2+ ions was observed for TiO2 functionalized on BN nanotubes (see picture), whereas the photoreduction of pure TiO2 was impossible. The underlying electrostatic interaction induced by BN nanotubes is suggested to be responsible for the successful preparation and enhanced photocatalytic properties.

    16. Asymmetric Catalysis

      Resolution of the Atropochiral Biminap Ligand and Applications in Asymmetric Catalysis (pages 1225–1231)

      Ibrahim Abdellah, Nathalie Debono, Yves Canac, Laure Vendier and Remi Chauvin

      Version of Record online: 25 MAR 2010 | DOI: 10.1002/asia.200900663

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      A mixed bunch! Four diastereomeric palladium complexes were enantiomerically resolved through fractional crystallization of the rac-biminap ligand. The absolute configuration of (R)-biminap and (S)-biminap was achieved through single-crystal X-ray crystallography after decomplexation, and their stereochemical purity was confirmed by optical rotational measurements.

    17. Mesoporous Materials

      (R)-(+)-Binol-Functionalized Mesoporous Organosilica as a Highly Efficient Pre-Chiral Catalyst for Asymmetric Catalysis (pages 1232–1239)

      Xiao Liu, Peiyuan Wang, Yan Yang, Peng Wang and Qihua Yang

      Version of Record online: 16 MAR 2010 | DOI: 10.1002/asia.200900737

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      Chiral catalysts: (R)-(+)-Binol-functionalized chiral periodic mesoporous organosilicas (Binol=(R)-(+)-1,1′-bi-2-naphthol) are efficient catalysts (coordinated with Ti) for asymmetric addition of diethylzinc to aldehydes (see graphic) and exhibit higher enantioselectivity and catalytic activity than the homogeneous (R)-(+)-Binol catalyst using toluene as solvent.

  8. Preview

    1. Top of page
    2. Cover Picture
    3. Editorial
    4. Graphical Abstract
    5. News
    6. Focus Reviews
    7. Communications
    8. Full Papers
    9. Preview
    1. Preview: Chem. Asian J. 6/2010 (page 1243)

      Version of Record online: 29 APR 2010 | DOI: 10.1002/asia.201090012

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