Chemistry – An Asian Journal

Cover image for Vol. 7 Issue 2

February 6, 2012

Volume 7, Issue 2

Pages 245–439

  1. Cover Picture

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      Cover Picture: Biomimetic Graphene Surfaces with Superhydrophobicity and Iridescence (Chem. Asian J. 2/2012) (page 245)

      Jian-Nan Wang, Rui-Qiang Shao, Dr. Yong-Lai Zhang, Li Guo, Hao-Bo Jiang, Dong-Xiao Lu and Prof. Hong-Bo Sun

      Version of Record online: 1 FEB 2012 | DOI: 10.1002/asia.201290000

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      Biomimetic fabrication is promising for functionalizing artificial materials with special properties learned from nature; superhydrophobicity is a typical example. However, a superhydrophibic graphene surface created by micro/nanostructuring has not been reported yet. As described in their Communication on page 301 ff., Y. L. Zhang, H. B. Sun et al. present biomimetic graphene surfaces with both superhydrophobicity and bright structural color. The method is so simple that hierarchical micro/nanostructures and the modulation of surface chemical composition were realized synchronously by using two-beam laser interference. The results obtained in this study demonstrate a facile approach to wettability control of graphene.

  2. Inside Cover

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      Inside Cover: Fluorogenic Protein Labeling through Photoinduced Electron Transfer-Based BL-Tag Technology (Chem. Asian J. 2/2012) (page 246)

      Dr. Kalyan K. Sadhu, Dr. Shin Mizukami, Carolyn R. Lanam and Prof. Dr. Kazuya Kikuchi

      Version of Record online: 1 FEB 2012 | DOI: 10.1002/asia.201290001

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      Fluorogenic protein labeling helps to localize a protein within the cell in the presence of an excess amount of quenched probes. In their Communication on page 272 ff., K. Kikuchi et al. propose an alternative fast approach for fluorogenic protein labeling. The fluorogenicity can be introduced by the removal of a photoinduced electron transfer-based dynamic quencher. This strategy is more effective compared to the removal of a static aggregated quencher. The cover picture illustrates the better visibility of fireworks at the dynamic state (photo taken at the Hanabi festival in Japan; Sujata Kar Saha helped with cover design).

  3. Graphical Abstract

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    4. Graphical Abstract
    5. News
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  4. News

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  5. Focus Review

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    1. Polyoxometalates

      Reaction Dynamics and Solution Chemistry of Polyoxometalates by Electrospray Ionization Mass Spectrometry (pages 262–270)

      Dr. C. André Ohlin

      Version of Record online: 30 DEC 2011 | DOI: 10.1002/asia.201100763

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      In the spray: Electrospray ionization mass spectrometry has the potential of providing otherwise inaccessible information about the chemistry of polyoxometalates. This Focus Review introduces the concept of electrospray ionization mass spectrometry, gives an overview of examples in the literature of its application to the study of polyoxometalates, and discusses the strengths and limitations of the method in the investigation of reaction dynamics and speciation.

  6. Communications

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    1. Protein Labeling

      Fluorogenic Protein Labeling through Photoinduced Electron Transfer-Based BL-Tag Technology (pages 272–276)

      Dr. Kalyan K. Sadhu, Dr. Shin Mizukami, Carolyn R. Lanam and Prof. Dr. Kazuya Kikuchi

      Version of Record online: 20 DEC 2011 | DOI: 10.1002/asia.201100647

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      Keeping quenchers on a short leash: Shortening of the linker chain length combined with modification of the quencher moiety was found to improve fluorogenic probes useful for protein labeling by the mutant β-lactamase-tag (BL-tag) technology. The most effective probe, CC3 DNB, displays fluorescence quenching by photoinduced electron transfer (PET) and results in fluorescent protein labeling with fast kinetics.

    2. Metallacarboranes

      Grafting of Metallacarboranes onto Self-Assembled Monolayers Deposited on Silicon Wafers (pages 277–281)

      Dr. Emilio José Juárez-Pérez, Dr. Michel Granier, Prof. Clara Viñas, Dr. P. Hubert Mutin and Dr. Rosario Núñez

      Version of Record online: 30 NOV 2011 | DOI: 10.1002/asia.201100750

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      Stuck on you: Amine-, oxyamine-, and isocyanate-terminated self-assembled monolayers were deposited on silicon wafers for reaction with cobaltabisdicarbollide derivatives. The reaction of the isocyanate group with [NMe4][8-NH2-C4H8O2-3,3-Co(1,2-C2B9H10)(1,2-C2B9H11)] gave homogeneous monolayers of cobaltabisdicarbollide moieties covalently linked to the surface (see picture).

    3. Coupling Reactions

      Palladium-Catalyzed Oxidative Carbonylative Coupling Reactions of Arylboronic Acids with Styrenes to Chalcones under Mild Aerobic Conditions (pages 282–285)

      Xiao-Feng Wu, Dr. Helfried Neumann and Prof. Dr. Matthias Beller

      Version of Record online: 20 SEP 2011 | DOI: 10.1002/asia.201100630

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      Do the coupling: A palladium-catalyzed oxidative carbonylative coupling process of arylboronic acid with styrenes to chalcone has been developed. The reactions proceed under mild conditions using air as the terminal oxidant reagent.

    4. Nanoparticles

      Composite of TiN Nanoparticles and Few-Walled Carbon Nanotubes and Its Application to the Electrocatalytic Oxygen Reduction Reaction (pages 286–289)

      Shunsuke Isogai, Ryohji Ohnishi, Dr. Masao Katayama, Dr. Jun Kubota, Dong Young Kim, Dr. Suguru Noda, Dr. Dongkyu Cha, Dr. Kazuhiro Takanabe and Prof. Kazunari Domen

      Version of Record online: 30 NOV 2011 | DOI: 10.1002/asia.201100715

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      Nanoparticles meet nanotubes! Direct synthesis of TiN nanoparticles in a three-dimensional network of few-walled carbon nanotubes (FWCNTs) was achieved by using mesoporous graphitic carbon nitride (C3N4) as both a hard template and a nitrogen source. The TiN/FWCNT composite showed high performance for the oxygen reduction reaction in acidic media.

    5. Fullerenes

      The Most Stable IPR Isomer of C88 Fullerene, Cs-C88 (17), Revealed by X-ray Structures of C88Cl16 and C88Cl22 (pages 290–293)

      Prof. Dr. Shangfeng Yang, Tao Wei, Prof. Erhard Kemnitz and Prof. Dr. Sergey I. Troyanov

      Version of Record online: 19 DEC 2011 | DOI: 10.1002/asia.201100759

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      The most stable IPR isomer of C88 fullerene, C88 (17), has been captured by chlorination as C88(17)Cl16 and C88(17)Cl22. X-ray crystallography revealed Cs-symmetrical molecular structures of both compounds, with the former being a substructure of the latter (see picture; C grey, Cl green). The chlorination patterns are characterized by the formation of isolated double C[BOND]C bonds, benzenoid rings, and, in C88(17)Cl22, a long chain of Cl additions in adjacent positions on the C88 fullerene cage.

    6. Domino Reactions

      Palladium(II)-Catalyzed Stereospecific Three-Component Domino Reactions of Diyne-enones, Nucleophiles, and Vinyl Ketones (pages 294–297)

      Renrong Liu and Prof. Dr. Junliang Zhang

      Version of Record online: 1 DEC 2011 | DOI: 10.1002/asia.201100770

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      One thing leads to another: A novel palladium(II)-catalyzed three-component domino reaction of diyne-enones with nucleophiles and vinyl ketones or acrolein under mild conditions provides efficient, general, and atom-economical access to multifunctionalized 2,3-cyclo[b]furan with a stereodefined tri- or tetrasubstituted olefin.

    7. Silicon Chemistry

      Evidence for LiBr-Assisted Generation of a Silylene from a 1,2-Diaryl-1,2-dibromodisilene (pages 298–300)

      Dr. Joon Soo Han, Prof. Dr. Takahiro Sasamori, Prof. Dr. Yoshiyuki Mizuhata and Prof. Dr. Norihiro Tokitoh

      Version of Record online: 1 DEC 2011 | DOI: 10.1002/asia.201100833

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      Instant silylene! LiBr assists the dissociation of 1,2-diaryl-1,2-dibromodisilenes. Reactions with various trapping agents gave products identical to those from corresponding reactions with aryl bromosilylenes. The reaction provides a method for the in situ generation of silylenes under mild conditions, and the reaction rate is increased by the addition of LiBr.

    8. Superhydrophobic Surfaces

      Biomimetic Graphene Surfaces with Superhydrophobicity and Iridescence (pages 301–304)

      Jian-Nan Wang, Rui-Qiang Shao, Dr. Yong-Lai Zhang, Li Guo, Hao-Bo Jiang, Dong-Xiao Lu and Prof. Hong-Bo Sun

      Version of Record online: 11 JAN 2012 | DOI: 10.1002/asia.201100882

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      The wonderful world of graphene! A simple one-step fabrication of biomimetic graphene surfaces that possess both superhydrophobicity and bright structural color is presented. By using two-beam laser interference, construction of periodic grating microstructures and removal of hydrophilic oxygen groups were realized at the same time.

  7. Full Papers

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Focus Review
    7. Communications
    8. Full Papers
    9. Preview
    1. Isoquinolines

      Nickel-Catalyzed Cyclization of ortho-Iodoketoximes and ortho-Iodoketimines with Alkynes: Synthesis of Highly Substituted Isoquinolines and Isoquinolinium Salts (pages 306–313)

      Wei-Chun Shih, Chu-Chun Teng, Dr. Kanniyappan Parthasarathy and Prof. Dr. Chien-Hong Cheng

      Version of Record online: 16 DEC 2011 | DOI: 10.1002/asia.201100834

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      In the nickel of time: ortho-Haloketoximes and -ketimines undergo [4+2] cyclization reactions with alkynes, catalyzed by nickel complexes to give highly substituted isoquinolines and isoquinolinium salts, respectively, in good to excellent yields (see scheme).

    2. Asymmetric Hydrosilylation

      Enantioselective Zinc-Catalyzed Hydrosilylation of Ketones using Pybox or Pybim Ligands (pages 314–320)

      Dr. Kathrin Junge, Konstanze Möller, Bianca Wendt, Shoubhik Das, Dr. Dirk Gördes, Prof. Dr. Kerstin Thurow and Prof. Dr. Matthias Beller

      Version of Record online: 15 DEC 2011 | DOI: 10.1002/asia.201100561

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      Zincing outside of the pybox: A ZnEt2/pybox catalyst promotes the hydrosilylation of carbonyl compounds under mild conditions to afford high yields and good ee values for a broad range of aryl, alkyl, cyclic, heterocyclic, and aliphatic ketones.

    3. Supramolecular Chemistry

      Tuning the Efficiency of Dendritic Nanocarriers using Conformational Constraints (pages 321–329)

      T. B. N. Satyanarayana and Prof. Dr. Uday Maitra

      Version of Record online: 29 NOV 2011 | DOI: 10.1002/asia.201100597

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      Solubilizing insoluble dyes! A new series of cholic acid-derived dendritic structures were synthesized and their aggregation in chloroform was studied. These aggregates were used as nanocarriers for hydrophilic dye molecules in chloroform. The influence of chiral aggregates on the chiroptical properties of the dye was studied by induced circular dichroism. Finally, these molecules were investigated for selective extraction of one dye from a blended food color.

    4. Polymorphism

      Triclabendazole: An Intriguing Case of Co-existence of Conformational and Tautomeric Polymorphism (pages 330–342)

      Srinu Tothadi, Balakrishna R. Bhogala, Asha R. Gorantla, Tejender S. Thakur, Ram K. R. Jetti and Gautam R. Desiraju

      Version of Record online: 6 DEC 2011 | DOI: 10.1002/asia.201100638

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      The crystal structures of polymorphs, co-crystals, and salts of the anthelmintic drug triclabendazole are discussed in the context of an uncommon variety of polymorphism, namely, tautomeric polymorphism.

    5. Solar Cells

      New Organic Dye Based on a 3,6-Disubstituted Carbazole Donor for Efficient Dye-Sensitized Solar Cells (pages 343–350)

      Woochul Lee, Nara Cho, Jongchul Kwon, Prof. Dr. Jaejung Ko and Prof. Dr. Jong-In Hong

      Version of Record online: 12 DEC 2011 | DOI: 10.1002/asia.201100661

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      Metal-free sensitizer: Four organic dyes based on a 3,6-disubstituted carbazole donor have been synthesized for their potential use as sensitizers in dye-sensitized solar cells. These dyes have high molar extinction coefficients and energy levels suitable for electron transfer from an electrolyte to nanocrystalline TiO2 particles. Under standard global AM 1.5 solar irradiation, a device using one of the prepared dyes (see graphic) exhibited a calculated efficiency of 6.52 %.

    6. Cascade Reactions

      Rasta Resin–PPh3–NBniPr2 and its Use in One-Pot Wittig Reaction Cascades (pages 351–359)

      Yan Teng, Jinni Lu and Prof. Dr. Patrick H. Toy

      Version of Record online: 8 DEC 2011 | DOI: 10.1002/asia.201100721

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      All in one pot! A recyclable, second-generation heterogeneous bifunctional polymer bearing phosphine and amine groups has been synthesized and showed enhanced utility in one-pot Wittig reactions compared to a previously reported related material. This polymer was also used in Wittig reaction cascade processes in which the oxidized polymer formed in the one-pot Wittig reaction served as the catalyst in a subsequent conjugate reduction or reductive aldol reaction (see scheme).

    7. Fluorescence

      Nonclassical Tunability of Solid-State CD and CPL Properties of a Chiral 2-Naphthalenecarboxylic Acid/Amine Supramolecular Organic Fluorophore (pages 360–366)

      Noriaki Nishiguchi, Takafumi Kinuta, Tomohiro Sato, Dr. Yoko Nakano, Hayato Tokutome, Dr. Nobuo Tajima, Prof. Dr. Michiya Fujiki, Prof. Dr. Reiko Kuroda, Prof. Dr. Yoshio Matsubara and Dr. Yoshitane Imai

      Version of Record online: 8 DEC 2011 | DOI: 10.1002/asia.201100727

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      Predisposed to glow: The solid-state circular dichroism and circularly polarized luminescence of a 2-naphthalenecarboxylic acid/amine supramolecular organic fluorophore can be controlled by changing the aryl unit of the chiral 1-arylethylamine component rather than changing the chirality of the 1-arylethylamine itself (see picture).

    8. C[BOND]C Bond Formation

      Reaction of Acetals with Various Carbon Nucleophiles under Non-Acidic Conditions: C[BOND]C Bond Formation via a Pyridinium-Type Salt (pages 367–373)

      Prof. Dr. Hiromichi Fujioka, Kenzo Yahata, Tomohito Hamada, Ozora Kubo, Takashi Okitsu, Yoshinari Sawama, Takuya Ohnaka, Dr. Tomohiro Maegawa and Prof. Dr. Yasuyuki Kita

      Version of Record online: 12 DEC 2011 | DOI: 10.1002/asia.201100812

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      Salty but sweet: Pyridinium-type salts generated from acetals are effective electrophiles for various carbon nucleophiles. The reactions proceed under very mild (non-acidic) reaction conditions and can tolerate acid-sensitive functional groups (see scheme).

    9. Fluorescence Sensors

      Polymorph-Dependent Solid-State Fluorescence and Selective Metal-Ion-Sensor Properties of 2-(2-Hydroxyphenyl)-4(3H)-quinazolinone (pages 374–379)

      Savarimuthu Philip Anthony

      Version of Record online: 19 DEC 2011 | DOI: 10.1002/asia.201100832

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      Fluorescence chameleon: The title compound(see picture) displays fluorescence in the solid state and in solution. Recrystallization from THF yields polymorphs that show differently colored fluorescence (right). In DMF solution, the strong fluorescence ofis selectively blue-shifted upon addition of Zn2+ and Cd2+ ions (left).

    10. Radicals

      Seeking Hidden Magnetic Phenomena by Theoretical Means in a Thiooxoverdazyl Adduct (pages 380–386)

      Martin Vérot, Dr. Nicolas Bréfuel, Dr. Jacques Pécaut, Prof. Cyrille Train and Prof. Vincent Robert

      Version of Record online: 20 DEC 2011 | DOI: 10.1002/asia.201100736

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      When temperature does matter: The mismatch between the crystal structure of a thioverdazyl adduct and the apparent S=1/2 one-dimensional antiferromagnetic behavior of the magnetic susceptibility is analyzed with ab initio methods. In such organic-radical-based materials, the underlying magnetic behavior is shown to be much more subtle.

    11. Alcohol Oxidation

      Influence of Periodic Nitrogen Functionality on the Selective Oxidation of Alcohols (pages 387–393)

      Dr. Carine E. Chan-Thaw, Dr. Alberto Villa, Dr. Gabriel M. Veith, Dr. Kamalakannan Kailasam, Dr. Leslie A. Adamczyk, Dr. Raymond R. Unocic, Prof. Laura Prati and Prof. Arne Thomas

      Version of Record online: 23 DEC 2011 | DOI: 10.1002/asia.201100565

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      Anchor it and speed it up! An enhancement in catalytic alcohol oxidation activity (see figure) is attributed to the presence of nitrogen heteroatoms on the external surface of a support material, which direct adsorption of Pd nanoparticles.

    12. Self-Assembly

      Chronological Change from Face-On to Edge-On Ordering of Zinc–Tetraphenylporphyrin at the Phenyloctane–Highly Oriented Pyrolytic Graphite Interface (pages 394–399)

      Takeshi Sakano, Dr. Jun-ya Hasegawa, Dr. Kenji Higashiguchi and Prof. Kenji Matsuda

      Version of Record online: 12 DEC 2011 | DOI: 10.1002/asia.201100587

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      Following orders: The self-assembled structure of alkoxy- and N-alkylcarbamoyl-substituted zinc–tetraphenylporphyrin at the liquid–highly oriented pyrolytic graphite (HOPG) interface was observed using scanning tunneling microscopy. The alkoxy porphyrin showed phase transition from face-on to edge-on ordering, whereas the N-alkylcarbamoyl porphyrin showed persistent edge-on ordering (see figure).

    13. Combinatorial Chemistry

      Induced Circular-Dichroism Chirality Probes for Selective Amino Acid Detection through Screening of a Dynamic Combinatorial Library of Lanthanide Complexes (pages 400–405)

      Dr. Satoshi Shinoda, Keiko Terada and Dr. Hiroshi Tsukube

      Version of Record online: 16 DEC 2011 | DOI: 10.1002/asia.201100618

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      Mix and match: A dynamic combinatorial library of lanthanide complexes was prepared to develop induced-circular-dichroism (CD) chirality probes. It totaled 168 combinations of coordinative N-aromatic chromophores, trivalent lanthanide centers, and guest amino acids. Combinatorial screening led to a new series of induced-CD chirality probes for specific amino acids (see graphic).

    14. Nanowires

      Magnetotransport Properties and Kondo Effect Observed in a Ferromagnetic Single-Crystalline Fe1−xCoxSi Nanowire (pages 406–411)

      Sunghun Lee, Dr. Juneho In, Jung-Won Chang, Dr. Kwanyong Seo, Prof. Myung-Hwa Jung, Dr. Jinhee Kim and Prof. Bongsoo Kim

      Version of Record online: 12 DEC 2011 | DOI: 10.1002/asia.201100679

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      Down to the wire: Ferromagnetic single-crystalline Fe1−xCoxSi nanowires (NWs) were synthesized by means of a vapor transport method with no catalyst. The magnetotransport properties of the Fe1−xCoxSi NW reveal negative anisotropic magnetoresistance owing to dominant spin-down electrons. The various results (see figure) are of interest for spintronic devices.

    15. Nanoporous Materials

      Nanoporous Carbon Materials for Electrochemical Sensing (pages 412–416)

      Hwee Ling Poh and Prof. Martin Pumera

      Version of Record online: 12 DEC 2011 | DOI: 10.1002/asia.201100681

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      A great sense of achievement! The performance of nanoporous carbon as an electrode material was investigated and compared with that of bare glassy carbon, graphite microparticles, and carbon nanotubes. Nanoporous carbon was found to exhibit the highest heterogeneous electron transfer (HET) rate among these materials, thus sensing analytes such as NADH, DNA bases, and 2,4,6-trinitrotoluene (TNT) with an improved electrochemical response.

    16. Gold Nanoparticles

      Polyelectrolyte-Functionalized Gold Nanoparticle Scaffold for the Sensing of Heparin and Protamine in Serum (pages 417–424)

      Ramendra Sundar Dey and Dr. C. Retna Raj

      Version of Record online: 12 DEC 2011 | DOI: 10.1002/asia.201100686

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      Drug sniffer: A highly sensitive nanoarchitectured platform based on a functionalized Au nanoparticle scaffold for the sensing of biomedically important polyionic drugs has been developed (see scheme).

    17. Antibiotics

      12- to 22-Membered Bridged β-Lactams as Potential Penicillin-Binding Protein Inhibitors (pages 425–434)

      Aline Sliwa, Dr. Georges Dive and Prof. Dr. Jacqueline Marchand-Brynaert

      Version of Record online: 8 DEC 2011 | DOI: 10.1002/asia.201100732

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      Bridging inhibition: A series of 12- to 22-membered bicyclic bridged β-lactams were synthesized with the aim of developing new inhibitors of penicillin-binding proteins and feature a planar amide function and no carboxy group (see picture; Boc=tert-butyloxycarbonyl).

  8. Preview

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. News
    6. Focus Review
    7. Communications
    8. Full Papers
    9. Preview
    1. You have free access to this content
      Preview: Chem. Asian J. 3/2012 (page 439)

      Version of Record online: 1 FEB 2012 | DOI: 10.1002/asia.201290004

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