Chemistry – An Asian Journal

Cover image for Vol. 5 Issue 10

October 4, 2010

Volume 5, Issue 10

Pages 2129–2303

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Focus Review
    6. Communications
    7. Full Papers
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    1. Cover Picture: Iron-Catalyzed Carbonylation as a Key Step in the Short and Efficient Syntheses of Himanimide A and B (Chem. Asian J. 10/2010) (page 2129)

      Saisuree Prateeptongkum, Katrin Marie Driller, Ralf Jackstell and Prof. Dr. Matthias Beller

      Version of Record online: 28 SEP 2010 | DOI: 10.1002/asia.201090033

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      An iron–catalyzed [2+1+1+1]–annulation strategy was used for the construction of five–membered maleimides, which are building blocks for naturally occurring himanimides A and B. In their Communication on page 2173 ff., M. Beller et al. report that the syntheses of himanimide A and B are conveniently achieved in only 4 and 5 steps from commercially available starting materials, respectively. Whilst himanimide B was prepared for the first time, the synthesis of himanimide A has been significantly improved with respect to overall yield. This synthetic strategy can be applied to other related bio–active compounds, such as camphorataimides, antrocinnamomins, polycitrins, and arcyriarubins.

  2. Graphical Abstract

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

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

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Focus Review
    6. Communications
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    1. Graphene

      Graphene Field-Effect Transistors: Electrochemical Gating, Interfacial Capacitance, and Biosensing Applications (pages 2144–2153)

      Dr. Fang Chen, Dr. Quan Qing, Jilin Xia and Prof. Nongjian Tao

      Version of Record online: 16 AUG 2010 | DOI: 10.1002/asia.201000252

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      The gates of Eden: Electrochemically gated graphene field-effect transistors allow us to explore the intrinsic electronic properties of graphene, such as interfacial and quantum capacitance, and the density of charged impurities. The sensitive dependence of graphene electron transport on the surrounding environment points to their potential applications as ultrasensitive chemical and biosensors.

  5. Communications

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    3. Graphical Abstract
    4. News
    5. Focus Review
    6. Communications
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    1. Supramolecular Polymers

      Electrically Conductive Hydrogen-Bond-Based Supramolecular Polymer with a Tetrathiafulvalene Moiety: Modulation of Electrical Conductivity and Flexibility of Film by External Stimulus (pages 2154–2157)

      Seong Jib Choi, Dr. Junpei Kuwabara and Prof. Takaki Kanbara

      Version of Record online: 16 AUG 2010 | DOI: 10.1002/asia.201000376

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      Best supporting role in a film! The 2-deoxyguanosine derivatives having tetrathiafulvalene moieties for a construction of stimuli-responsive supramolecular polymer have been prepared. Owing to a hydrogen-bonding network, the self-supporting film can be fabricated by a simple procedure. The electrical conductivity and flexibility of the film can be modulated by oxidants. The film with TCNQ exhibits electrical conductivity of 3.7×10−2 S cm−1.

    2. Brookite Transition Kinetics

      Surface Structural Transformation and the Phase Transition Kinetics of Brookite TiO2 (pages 2158–2161)

      Dr. Qian Xu, Dr. Jing Zhang, Prof. Dr. Zhaochi Feng, Yi Ma, Xiang Wang and Prof. Dr. Can Li

      Version of Record online: 18 AUG 2010 | DOI: 10.1002/asia.201000249

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      The hidden link! For the first time, the surface distorted structures are observed at the phase transition stage of brookite, which involves a brookite-anatase-rutile transition. Kinetic studies indicate that these distorted structures are formed in the brookite-anatase phase transition and the brookite phase transition depends on kinetic process.

    3. Light-Emitting Diodes

      Dipyrenylcarbazole Derivatives for Blue Organic Light-Emitting Diodes (pages 2162–2167)

      Trakool Kumchoo, Prof. Vinich Promarak, Prof. Taweesak Sudyoadsuk, Prof. Mongkol Sukwattanasinitt and Prof. Paitoon Rashatasakhon

      Version of Record online: 16 AUG 2010 | DOI: 10.1002/asia.201000304

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      Blue moon: Three new light-emitting materials, comprising highly fluorescent pyrenes with hole-transporting carbazole units, have high thermal stabilities and optoelectronic properties that are suitable for application in electroluminescent devices. A device fabricated from 1 as an emissive material exhibits the most-promising I-V-L characteristics as a blue organic light-emitting diode.

    4. Aminocarbonylation

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      Development of a Second Generation Palladium Catalyst System for the Aminocarbonylation of Aryl Halides with CO and Ammonia (pages 2168–2172)

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

      Version of Record online: 29 JUL 2010 | DOI: 10.1002/asia.201000418

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      Applying a palladium/dppf catalyst system, enabled the synthesis of primary amides from aryl halides and ammonia under mild reaction conditions in moderate to excellent yields.

    5. Natural Products

      Iron-Catalyzed Carbonylation as a Key Step in the Short and Efficient Syntheses of Himanimide A and B (pages 2173–2176)

      Saisuree Prateeptongkum, Katrin Marie Driller, Ralf Jackstell and Prof. Dr. Matthias Beller

      Version of Record online: 23 JUL 2010 | DOI: 10.1002/asia.201000384

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      Isn't it iron-ic: An iron-catalyzed [2+1+1+1]-annulation strategy is used for the construction of five-membered maleimides, which are building blocks for naturally occurring himanimides A and B.

    6. Rotaxanes

      Dethreading of Deoxyribonucleotides through α-Cyclodextrin (pages 2177–2180)

      Dr. Akinori Kuzuya, Toshiyuki Ohnishi, Takahiro Yamazaki and Prof. Dr. Makoto Komiyama

      Version of Record online: 16 AUG 2010 | DOI: 10.1002/asia.201000289

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      Dethreading the needle! Rotaxanes of α-cyclodextrin (CyD) capped by 1-adamantaneacetic acid and a deoxyribonucleotide have been synthesized and purified with reverse-phase (RP) HPLC. Thermodynamic parameters of the dethreading process of deoxyribonucleotides through α-CyD were also successfully determined by simple and convenient kinetic study of the process using RP-HPLC.

  6. Full Papers

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Focus Review
    6. Communications
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    1. Zeolites

      Critical Factors in the Seed-Assisted Synthesis of Zeolite Beta and “Green Beta” from OSDA-Free Na+–Aluminosilicate Gels (pages 2182–2191)

      Dr. Yoshihiro Kamimura, Dr. Watcharop Chaikittisilp, Dr. Keiji Itabashi, Prof. Dr. Atsushi Shimojima and Prof. Dr. Tatsuya Okubo

      Version of Record online: 30 AUG 2010 | DOI: 10.1002/asia.201000234

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      Green zeolites: Zeolite beta has been synthesized by seed-assisted crystallization in a Na+–aluminosilicate gel in the absence of an organic structure-directing agent (OSDA). The use of OSDA-free beta as seeds enables the crystallization of high quality “green beta” in an environmentally friendly process.

    2. Total Synthesis

      Total Synthesis of (−)-Morphine (pages 2192–2198)

      Dr. Hifumi Koizumi, Dr. Satoshi Yokoshima and Prof. Dr. Tohru Fukuyama

      Version of Record online: 16 AUG 2010 | DOI: 10.1002/asia.201000458

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      Mighty morphine power rangers: An efficient total synthesis of (−)-morphine (5 % overall yield, 17 steps) includes intramolecular aldol and 1,6-addition reactions to construct the morphinan core. DNs=2,4-dinitrobenzenesulfonyl, TBS=tert-butyldimethylsilyl, Cbz=benzyloxycarbonyl.

    3. Carboboration

      Exploring the Limits of Frustrated Lewis Pair Chemistry with Alkynes: Detection of a System that Favors 1,1-Carboboration over Cooperative 1,2-P/B-Addition (pages 2199–2208)

      Dr. Chao Chen, Florian Eweiner, Birgit Wibbeling, Dr. Roland Fröhlich, Shunsuke Senda, Dr. Yasuhiro Ohki, Prof. Dr. Kazuyuki Tatsumi, Prof. Dr. Stefan Grimme, Dr. Gerald Kehr and Prof. Dr. Gerhard Erker

      Version of Record online: 18 AUG 2010 | DOI: 10.1002/asia.201000189

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      Born of frustration: The boryl part of a frustrated Lewis pair, attached at the zirconocene framework, reacted with a terminal alkyne by 1,1-carboboration of the triple bond. The Lewis base plays a negligible role in this reaction, as shown on a phosphorous-free example.

    4. Fluorescence Imaging

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      In vivo Fluorescence Imaging of Tumors using Molecular Aptamers Generated by Cell-SELEX (pages 2209–2213)

      Dr. Hui Shi, Dr. Zhiwen Tang, Dr. Youngmi Kim, Dr. Hailong Nie, Prof. Yu Fen Huang, Prof. Xiaoxiao He, Ke Deng, Prof. Kemin Wang and Prof. Weihong Tan

      Version of Record online: 30 AUG 2010 | DOI: 10.1002/asia.201000242

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      Living images! Ramos cells were injected subcutaneously into the left side of the back of BALB/c nude mice 2–3 weeks before imaging. Cy5-TD05 was subsequently injected intravenously, through the tail vein, and fluorescence images of the dorsal side of live mice were taken at various times after injection.

    5. Cross-Coupling

      InI3- or ZnI2-Catalyzed Reaction of Hydroxylated 1,5-Allenynes with Thiols: A New Access to 3,5-Disubstituted Toluene Derivatives (pages 2214–2220)

      Jie Ma, Lingling Peng, Xiu Zhang, Zhe Zhang, Melody Campbell and Prof. Dr. Jianbo Wang

      Version of Record online: 30 JUL 2010 | DOI: 10.1002/asia.201000267

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      The adventures of LupIn (III): Indium(III)- or zinc(II)-catalyzed reactions of a variety of substituted propargylic allenic alcohols with thiols afford 1,3,5-trisubstituted benzene derivatives bearing sulfur groups. Furthermore, nickel(II)-catalyzed cross-coupling reaction affords 3,5-disubstituted toluene derivatives.

    6. Natural Products

      Synthesis of β-Methoxyacrylate Natural Products Based on Box-PdII-Catalyzed Intermolecular Methoxycarbonylation of Alkynoles (pages 2221–2230)

      Satoshi Motodate, Takuya Kobayashi, Mikio Fujii, Prof. Tomoyuki Mochida, Dr. Taichi Kusakabe, Shigeki Katoh, Prof. Hiroyuki Akita and Prof. Keisuke Kato

      Version of Record online: 28 JUL 2010 | DOI: 10.1002/asia.201000292

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      Kawa-bunga: We have developed direct conversion of alkynoles to β-metho-xyacrylates with the aid of the bis-oxazoline (box) ligand. The one-pot synthesis of kawa lactones and formal synthesis of two dihydroxycystothiaxoles is presented. To elucidate the stereochemistry of (+)-annularin G and (−)-annularin H, the first asymmetric syntheses of these natural products were achieved (see scheme). tfa=trifluoroacetic acid.

    7. Combinatorial Synthesis

      Solid-Phase Synthesis of a Combinatorial Methylated (±)-Epigallocatechin Gallate Library and the Growth-Inhibitory Effects of these Compounds on Melanoma B16 Cells (pages 2231–2248)

      Prof. Dr. Hiroshi Tanaka, Maasa Yamanouchi, Haruko Miyoshi, Keisuke Hirotsu, Prof. Dr. Hirofumi Tachibana and Prof. Dr. Takashi Takahashi

      Version of Record online: 16 AUG 2010 | DOI: 10.1002/asia.201000372

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      A brand new combine harvester: The solid-phase synthesis of a combinatorial methylated (±)-epigallocatechin gallate (EGCG) library is reported. Deprotection of the protected EGCG is achieved by utilizing a continuous-flow hydrogenation reactor (H-Cube). The growth-inhibitory effects of the methylated EGCG library reveal that 7-OMe EGCGs exhibit comparable biological activity to natural EGCG.

    8. Self-Assembly

      The Effects of Microenvironment Polarity and Dendritic Branching of Aliphatic Hydrocarbon Dendrons on the Self-Assembly of 2-Ureido-4-pyrimidinones (pages 2249–2257)

      Chun-Ho Wong, Lai-Sheung Choi, Sui-Lung Yim, Dr. Kwun-Ngai Lau, Prof. Dr. Hak-Fun Chow, Sin-Kam Hui and Prof. Dr. Kong-Hung Sze

      Version of Record online: 2 AUG 2010 | DOI: 10.1002/asia.201000359

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      DADADA! Aliphatic hydrocarbon dendrons, by conferring a highly nonpolar microenvironment around their vicinity, can preserve the strong dimerization properties of a quadruple hydrogen bonding 2-ureido-4-pyrimidinone moiety. They can also alter its tautomeric behavior and dimerization strength through their unique branching pattern.

    9. Tandem Reactions

      Highly Efficient Route to Functionalized Tetrahydrocarbazoles Using a Tandem Cross-Metathesis/Intramolecular-Hydroarylation Sequence (pages 2258–2265)

      Xiao-Lei An, Dr. Jia-Rong Chen, Dr. Chang-Feng Li, Fu-Gen Zhang, You-Quan Zou, Dr. Ying-Cen Guo and Prof. Dr. Wen-Jing Xiao

      Version of Record online: 28 JUL 2010 | DOI: 10.1002/asia.201000315

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      It takes two: The full scope of the novel ruthenium-catalyzed tandem cross-metathesis/intramolecular-hydroarylation sequence has been described. Moreover, preliminary efforts towards the development of an enantioselective version of this process by sequential catalysis with a ruthenium complex and chiral amine are presented, with high yields and enantioselectivities (up to 88 % yield and 91 % ee).

    10. Nanomaterials

      Fabrication of Gold-Directed Conducting Polymer Nanoarrays for High-Performance Gas Sensor (pages 2266–2270)

      Mianqi Xue, Xinlei Ma, Zhuang Xie, Liting Duan, Yuqian Jiang, Dr. Meining Zhang and Prof. Tingbing Cao

      Version of Record online: 2 AUG 2010 | DOI: 10.1002/asia.201000307

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      Orientation-controlled growth: We demonstrate a general procedure for the controlled growth of gold-directed conducting polymer nanoarrays through hydrogel-assisted nanotransfer edge printing (HnTEP) and an electrochemical polymerization process. The design is used to fabricate a gas sensor with an ultra-low detection limit down to ppb levels.

    11. Organoplatinum Complexes

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      Organoplatinum(II) Complexes with Nucleobase Motifs as Inhibitors of Human Topoisomerase II Catalytic Activity (pages 2271–2280)

      Ping Wang, Dr. Chung-Hang Leung, Dr. Dik-Lung Ma, Dr. Wei Lu and Prof. Chi-Ming Che

      Version of Record online: 20 AUG 2010 | DOI: 10.1002/asia.201000451

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      No relaxation in sight: Platinum(II) complexes containing acetylide ligands bearing nucleobase motifs have been synthesized. The identification of the [PtII(tBu3N N N)]2+ moieties bearing nucleobase motifs represents, to the best of our knowledge, the first examples of platinum(II)-based TopoII inhibitors, which inhibit the DNA relaxation activity of TopoII through the suppression of TopoII-catalyzed ATP hydrolysis.

    12. Rotaxanes

      Light-Switchable Janus [2]Rotaxanes Based on α-Cyclodextrin Derivatives Bearing Two Recognition Sites Linked with Oligo(ethylene glycol) (pages 2281–2289)

      Shujing Li, Daisuke Taura, Akihito Hashidzume and Prof. Akira Harada

      Version of Record online: 28 JUL 2010 | DOI: 10.1002/asia.201000169

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      A light switch: With the aim of constructing a molecular muscle, the Janus [2]rotaxane with two recognition sites, which was joined with linkers of different lengths, were synthesized and characterized. Experimental data demonstrated that the recognition site of the α-CD moiety was switched by photoisomerization of the azobenzene moiety, causing a size change in hydrodynamic radius owing to the different length of linker between the two recognition sites.

    13. Organic Electronics

      Novel Ladder π-Conjugated Materials—Sila-Pentathienoacenes: Synthesis, Structure, and Electronic Properties (pages 2290–2296)

      Dr. Jun-Hua Wan, Wei-Fen Fang, Dr. Zhi-Fang Li, Dr. Xu-Qiong Xiao, Dr. Zheng Xu, Yuan Deng, Li-Hong Zhang, Prof. Jian-Xiong Jiang, Prof. Hua-Yu Qiu, Dr. Lian-Bin Wu and Prof. Guo-Qiao Lai

      Version of Record online: 28 JUL 2010 | DOI: 10.1002/asia.201000287

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      Mind the gap! A novel series of ladder π-conjugated materials, sila-pentathienoacenes (Si-PTA), are synthesized and characterized. Si-PTA have different optical and electrochemical properties compared with analogous ladder compounds. Si-PTA is therefore a promising building block in π-conjugated polymers and oligomers in field-effect transistors and photovoltaic applications.

  7. Preview

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Focus Review
    6. Communications
    7. Full Papers
    8. Preview
    1. You have free access to this content
      Preview: Chem. Asian J. 11/2010 (page 2303)

      Version of Record online: 28 SEP 2010 | DOI: 10.1002/asia.201090036

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