Chemistry – An Asian Journal

Cover image for Vol. 5 Issue 2

February 1, 2010

Volume 5, Issue 2

Pages 185–363

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Focus Reviews
    6. Communications
    7. Full Papers
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    1. Cover Picture: Total Synthesis Confirms Laetirobin as a Formal Diels–Alder Adduct (Chem. Asian J. 2/2010) (page 185)

      Oliver Simon, Bastien Reux, James J. La Clair and Martin J. Lear

      Article first published online: 28 JAN 2010 | DOI: 10.1002/asia.201090000

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      Natural product laetirobin, isolated from a parasitic fungus host–plant relationship, is synthesized in six practical steps with an overall yield of 12 % from commercially available 2,4-dihydroxyacetophenone. M. J. Lear et al. provide preliminary structure–activity relationship data between the isomeric [4+2] and [5+2] tetramers that reveal that only the natural product possesses promising anticancer potential. Specifically, laetirobin is capable of blocking tumor cell division (mitosis) and invoking programmed cell death (apoptosis). For further details, turn to their Full Paper on page 342 ff.

  2. Graphical Abstract

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    3. Graphical Abstract
    4. News
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    1. Graphical Abstract: Chem. Asian J. 2/2010 (pages 188–195)

      Article first published online: 28 JAN 2010 | DOI: 10.1002/asia.201090001

  3. News

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

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

      Voltammetry in Room Temperature Ionic Liquids: Comparisons and Contrasts with Conventional Electrochemical Solvents. (pages 202–230)

      L. E. Barrosse-Antle, A. M. Bond, R. G. Compton, A. M. O'Mahony, E. I. Rogers and D. S. Silvester

      Article first published online: 10 DEC 2009 | DOI: 10.1002/asia.200900191

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      A great drop! Interest in room temperature ionic liquids has significantly increased over the past decade. Such an interest arises from the potentially high intrinsic conductivity, high thermal stability, low volatility, the ability to remain liquid at a wide range above and below room temperature, high polarity, high viscosity, and wide electrochemical windows.

    2. Carbon Nanostructures

      Functionalized Carbon Nanomaterials Derived from Carbohydrates (pages 232–243)

      Dinesh Jagadeesan and Muthusamy Eswaramoorthy

      Article first published online: 22 DEC 2009 | DOI: 10.1002/asia.200900275

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      Get your carbs! Recent works involve using precursors like carbohydrates to produce carbon nanostructures rich in functional groups in a single-step under hydrothermal conditions. These nanostructures have already found many applications in composites, drug delivery, materials synthesis, and Li ion batteries. The review aims to highlight some of the recent developments in the application of carbohydrate derived carbon nanostructures and also provide an outlook of their future prospects.

  5. Communications

    1. Top of page
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    3. Graphical Abstract
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    5. Focus Reviews
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    1. DNA Structures

      Unusual Interstrand Pt(S,S-diaminocyclohexane)-GG Crosslink Formed by Rearrangement of a Classical Intrastrand Crosslink Within a DNA Duplex (pages 244–247)

      Karel Kubíček, Jordan Monnet, Simone Scintilla, Jana Kopečná, Fabio Arnesano, Lukáš Trantírek, Claude Chopard, Giovanni Natile and Jiří Kozelka

      Article first published online: 23 DEC 2009 | DOI: 10.1002/asia.200900655

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      An unusual G6G11 interstrand crosslink is formed by spontaneous rearrangement of the canonical G5G6 intrastrand crosslink generated from the DNA duplex d(CCTTG5G6T7C8TC)-d(G11AGACCAAGG) and Pt(S,S-diaminocyclohexane)2+ (the enantiomer of the antitumor drug oxaliplatin). The final product provides a rare example of intramolecular self-intercalation of DNA.

    2. Nanomaterials

      Exfoliation of Layered Europium Hydroxide into Unilamellar Nanosheets (pages 248–251)

      Linfeng Hu, Renzhi Ma, Tadashi C. Ozawa and Takayoshi Sasaki

      Article first published online: 4 DEC 2009 | DOI: 10.1002/asia.200900475

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      Luminescent lanthanide hydroxide nanosheets: Dodecyl sulfate intercalated layered Eu hydroxide was exfoliated in formamide to produce unilamellar Eu hydroxide nanosheets, which exhibited characteristic Eu3+ emission. These nanosheets are promising for a range of applications including ultrathin optical film devices.

    3. γ-CuI Nanocrystals from Self-Assembled Coordination Polymers (pages 252–255)

      Tae Ho Kim, Hojin Yang, Garam Park, Kang Yeol Lee and Jineun Kim

      Article first published online: 26 NOV 2009 | DOI: 10.1002/asia.200900416

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      Step by step: Two stairstep Cu4I4 coordination polymers 1 and 2 have selectively been synthesized by self-assembly of CuI and 1,4-bis(2-methylthioethoxy)benzene. γ-CuI nanocrystals have been prepared by thermal decomposition of the two stairstep Cu4I4 coordination polymers. Crystal transformation from the two polymers to a cubane Cu4I4 coordination polymer 3 has been observed at initial stage of γ-CuI nanocrystal preparation.

    4. Poly(ionic liquid)-Mediated Hybridization of Single-Walled Carbon Nanotubes and Conducting Polymers (pages 256–260)

      TaeYoung Kim, Tran Thanh Tung, TaeHee Lee, JongEun Kim and Kwang S. Suh

      Article first published online: 5 JAN 2010 | DOI: 10.1002/asia.200900471

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      A practical method to fabricate SWNT-conducting polymer nano-composites through poly(ionic liquid)-mediated process is developed. It is demonstrated that the poly(ionic liquid) layer along and around SWNT not only gives the facility for good dispersion of SWNT, but also provides a functionality to interlink SWNT with conducting polymers.

    5. Diboration

      Perceptible Influence of Pd and Pt Heterocyclic Carbene–Pyridyl Complexes in Catalytic Diboration of Cyclic Alkenes (pages 261–264)

      Cristina Pubill-Ulldemolins, Carles Bo, Jose A. Mata and Elena Fernández

      Article first published online: 8 JAN 2010 | DOI: 10.1002/asia.200900580

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      No strain, no gain: Bis(catecholato)diboron was added to cyclic alkenes with internal strain to selectively form bis(boryl)cycloalkanes quantitatively in the presence of [Pd(NHC)pyCl2], [Pd(NHC)pyI2], and [Pt(NHC)pyI2] (NHC=N-heterocyclic carbene, py=pyridyl), which have been synthesized and characterized for the first time in this study.

  6. Full Papers

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

      Platelet Graphite Nanofibers for Electrochemical Sensing and Biosensing: The Influence of Graphene Sheet Orientation (pages 266–271)

      Adriano Ambrosi, Toshio Sasaki and Martin Pumera

      Article first published online: 10 DEC 2009 | DOI: 10.1002/asia.200900544

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      On the edge of graphene: The electrochemical properties of platelet graphite nanofibers (PGNFs) are superior to those of multiwalled carbon nanotubes (MWCNTs; see graphic). This arises from the unique graphene sheet orientation of such platelet nanofibers, which accounts for their unparalleled high ratio of graphene edge planes versus basal planes.

    2. Organocuprates

      Structural Diversity of Calcium Organocuprates(I): Synthesis of Mesityl Cuprates via Addition and Transmetalation Reactions of Mesityl Copper(I) (pages 272–277)

      Sven Krieck, Helmar Görls and Matthias Westerhausen

      Article first published online: 8 JAN 2010 | DOI: 10.1002/asia.200900552

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      The transmetalation of mesityl copper(I) with activated calcium metal yields dimesityl cuprates(I). Other products are formed in the addition reaction of mesityl calcium iodide to mesityl copper depending on the donor strength of the solvent. In THF dinuclear trimesityl dicuprate(I) precipitates as solvent separated ion pair with the [(thf)5CaI]+ countercation whereas a tetrameric solvent-free heavy Normant-type [ICa-η16(Mes2Cu)]4 is generated in Et2O/toluene mixture.

    3. Electroluminescence

      Morphological Stable Spirobifluorene/Oxadiazole Hybrids as Bipolar Host Materials for Efficient Green and Red Electrophosphorescence (pages 278–284)

      Youtian Tao, Liang Ao, Qiang Wang, Cheng Zhong, Chuluo Yang, Jingui Qin and Dongge Ma

      Article first published online: 8 JAN 2010 | DOI: 10.1002/asia.200900433

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      Get the green light! A series of spirobifluorene/oxadiazole hybrids as host materials have been developed. Their thermal, photophysical, and electrochemical properties can be tuned through the different linkages between the two components. Maximum external quantum efficiencies of 11.7 % and 9.8 % for green and deep red electrophosphorescence respectively, have been achieved by using them as hosts.

    4. Nanomaterials

      Oxidative Dissolution of Silver Nanoparticles by Biologically Relevant Oxidants: A Kinetic and Mechanistic Study (pages 285–293)

      Chi-Ming Ho, Sammi King-Woon Yau, Chun-Nam Lok, Man-Ho So and Chi-Ming Che

      Article first published online: 8 JAN 2010 | DOI: 10.1002/asia.200900387

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      Hi H2O2, silver! Silver nanoparticles can be oxidized by various reactive oxygen species (e.g., H2O2, OCl). The kinetics and mechanistic studies of the oxidative dissolution of AgNPs by H2O2 in aqueous solution over a physiological pH range of 6.0–8.5 using a stopped-flow technique are reported, and a possible mechanism is proposed.

    5. Biosensors

      Multianalyte Electrochemical Biosensor Based on Aptamer- and Nanoparticle-Integrated Bio-Barcode Amplification (pages 294–300)

      Xuemei Li, Jianping Xia, Wei Li and Shusheng Zhang

      Article first published online: 10 DEC 2009 | DOI: 10.1002/asia.200900217

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      Structure-switching sensor: A signal-on electrochemical sensor for simultaneous detection of adenosine and thrombin is developed based on switching structures of aptamers. With the dual amplification of bio-barcoded AuNP and preconcentration of metal ions, detection limits as low as 6.6×10−12M (adenosine) and 1.0×10−12M (thrombin) were achieved.

    6. Fluorescent Sensors

      Synthesis and Characterization of Water-Soluble Conjugated Glycopolymer for Fluorescent Sensing of Concanavalin A (pages 301–308)

      Jianbing Shi, Liping Cai, Kan-Yi Pu and Bin Liu

      Article first published online: 10 DEC 2009 | DOI: 10.1002/asia.200900297

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      Spot a Con A! A neutral polyfluorene derivative is synthesized by Suzuki cross-coupling polymerization. A cationic conjugated polymer A and an α-mannose-bearing polymer B are subsequently obtained through different post-polymerization methods. Arising from the good water-solubility, titration of Concanavalin A into polymer aqueous solution leads to different fluorescent responses for polymers A and B.

    7. Cyclization

      Tuned C[BOND]H Functionalization to Construct Aza-Podophyllotoxin/Aza-Conidendrin Derivatives by Means of Domino Cyclization (pages 309–314)

      Yimin Hu, Yuan Qu, Fenghua Wu, Jinghan Gui, Yun Wei, Qiong Hu and Shaowu Wang

      Article first published online: 29 DEC 2009 | DOI: 10.1002/asia.200900307

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      Dominoes and skeletons: An efficient domino cyclization method for the construction of the aza-podophyllotoxin/aza-conidendrin skeleton has been established. Various derivatives are constructed by palladium(0)-catalyzed reaction of dienes with aryl halides through C[BOND]C coupling and C[BOND]H functionalization (see scheme).

    8. Nanoclusters

      Controllable Synthesis and Optical Properties of Connected Zinc Oxide Nanoparticles (pages 315–321)

      Wei Wu, Xiangheng Xiao, Tangchao Peng and Changzhong Jiang

      Article first published online: 22 DEC 2009 | DOI: 10.1002/asia.200900378

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      Concentrated clustering: Evaporation and concentration technology is used to form ZnO clusters. Cluster-like ZnO nanoparticles (includes dumbbell structure, line structure, and net structure) are successfully synthesized by a simple nonhydrolytic alcoholysis route and by using evaporation and concentration technology.

    9. Silylene Compounds

      Synthesis and Rearrangement of Stable NHC[RIGHTWARDS ARROW]Silylene Adducts and Their Unique Reactivity towards Cyclohexylisocyanide (pages 322–327)

      Yun Xiong, Shenglai Yao and Matthias Driess

      Article first published online: 22 DEC 2009 | DOI: 10.1002/asia.200900434

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      The two N-heterocyclic carbene (NHC)[RIGHTWARDS ARROW]silylene adducts 1 and 2 are readily accessible in high yields from reaction of the silylene with the appropriate imidazol-2-ylidene. Remarkably, 1 undergoes rearrangement above −20 °C to give the new unsymmetric N-heterocyclic silylcarbene 3, but 2 remains stable even in boiling benzene. Both 3 and 2 react with cyclohexylisocyanide to give in a unique sequence of C[BOND]H, Si[BOND]H, and C[BOND]N activations the novel triaminosilanes 4 and 5, respectively.

    10. Triazoles

      An Efficient and Convenient Synthesis of Ethyl 1-(4-Methoxyphenyl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate (pages 328–333)

      Jung-Hsuan Chen, Shuan-Ru Liu and Kwunmin Chen

      Article first published online: 22 DEC 2009 | DOI: 10.1002/asia.200900320

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      As easy as 1,2,3: Treatment of ethyl diazoacetate with 4-methoxyaniline derived imines in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) provides fully-substituted 1,2,3-triazoles in good to high chemical yields (60–95 %) through a direct and efficient synthesis. A mechanism is proposed that involves the addition of the imine nitrogen atom to the terminal nitrogen atom of the diazo compound, followed by aromatization to give the 1,2,3-triazole.

    11. Gold Nanostructures

      Photoassisted Synthesis of Luminescent Mannose–Au Nanodots for the Detection of Thyroglobulin in Serum (pages 334–341)

      Chih-Ching Huang, Yu-Lun Hung, Yen-Chun Shiang, Tai-Yuan Lin, Yu-Shen Lin, Chao-Tsen Chen and Huan-Tsung Chang

      Article first published online: 8 JAN 2010 | DOI: 10.1002/asia.200900346

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      Thyroglobulin assays: Photoassisted synthesis of water-soluble and highly luminescent mannose-modified gold nanodots (Man–Au NDs) by irradiation with an LED have been employed for the detection of cancer marker thyroglobulin (Tg) through an assay based on competition between Tg and Man–Au NDs for interaction with the concanavalin A (Con A).

    12. Total Synthesis

      Total Synthesis Confirms Laetirobin as a Formal Diels–Alder Adduct (pages 342–351)

      Oliver Simon, Bastien Reux, James J. La Clair and Martin J. Lear

      Article first published online: 23 DEC 2009 | DOI: 10.1002/asia.200900306

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      Lae lady lae: A gram-scale total synthesis of laetirobin (see picture, left) is described. A symmetry-driven strategy to form bis(benzo[b]furanyl) carbinols highlights biosynthetic [4+2] dimerization and cationic [5+2] annulation. Unlike its tetrameric isomer (see picture, right), laetirobin displays promising cytotoxic and apoptotic activity in human colorectal carcinoma HCT116 cells.

    13. Porphyrins

      Vesicle Formation from an Amphiphilic Porphyrin Derivative at the Air–Water Interface (pages 352–358)

      Amrita Ghosh, Sipra Choudhury and Amitava Das

      Article first published online: 22 DEC 2009 | DOI: 10.1002/asia.200900329

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      A hydrophobic porphyrin derivative with eight ether-linked alkyl chains formed stable multilamellar vesicles at the air–water interface. Examples of such vesicular formation from porphyrin molecules are rare. Microscopic images for the cast film of this derivative also confirmed closed-ended nanotube type formation with necking and bulging, which are proposed as intermediates for the formation of vesicles by fission at either side of the bulge.

  7. Preview

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    2. Cover Picture
    3. Graphical Abstract
    4. News
    5. Focus Reviews
    6. Communications
    7. Full Papers
    8. Preview
    1. You have free access to this content
      Preview: Chem. Asian J. 3/2010 (page 363)

      Article first published online: 28 JAN 2010 | DOI: 10.1002/asia.201090003

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