Chinese Journal of Chemistry

Cover image for Chinese Journal of Chemistry

September, 2009

Volume 27, Issue 9

Pages 1645–1842

  1. Communication

    1. Top of page
    2. Communication
    3. Full Papers
    4. Note
    1. An Unusual N-Boc Deprotection of Benzamides under Basic Conditions (pages 1645–1648)

      Biaolin Yin and Yuanxiu Zhang

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990276

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      An unusal cleavage of N-tert-butyloxycarbonyl (N-Boc) protection from N-Boc-protected benzamide under basic conditions in excellent yields is reported. The deprotection involves the N-Boc emigration from the benzamide to form 2-O-Boc group followed by O-Boc deprotection on the phenyl ring.

  2. Full Papers

    1. Top of page
    2. Communication
    3. Full Papers
    4. Note
    1. Novel Metal Oxide Support with Water Activation Ability for Use in Direct Methanol Fuel Cell (pages 1649–1656)

      Qingjing Wang, Ang Wei, Xiaohui Zhao and Shuyong Zhang

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990277

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      With Ni(+3) acting as water activation site, lithiated nickel oxide doped with Al(+3) and Co (+3) can be used as both support and promoter for the Pt catalyst in direct methanol fuel cell.

    2. Antibacterial Properties of a Kind of Schiff Base and Its Neodymium(III) and Zn(II) Complex (ZnNdL) on Escherichia coli (pages 1657–1662)

      Chaohong Li, Juncheng Zhu, Zude Qi, Hanna Hou, Yanjun Hu and Yi Liu

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990278

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      At a low concentration of the Schiff base complex ZnNdL, the morphology of E. coli and the cell surface did not show distinct changes from SEM. However, the morphology of E. coli was changed from rod shape into short rod shape, and numerous protrusions or folds on the cell surface appeared at a high concentration.

    3. Density Functional Theory Study of Hydrogen Bonds of Bipyridine with 1,3,5-Benzenetricarboxylic Acid (pages 1663–1667)

      Quan Li and Keqing Zhao

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990279

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      Our investigation results show that the dimer and trimer formed between bipyridine and 1,3,5-benzenetricarboxylic acid have red-shifted hydrogen bonds O–H···N. Thermodynamic analysis indicates that the formation of trimer is an exothermic and spontaneous process at low and room temperatures. A supramolecule can be constructed through the strong N···H–O intermolecular hydrogen bonds between bipyridine and 1,3,5-benzenetricarboxylic acid, which is in good agreement with the experimental results.

    4. Theoretical Studies on the Structures, Stabilities, Vibrational Spectra, and Thermodynamic Properties of Polynitromethylbenzenes (pages 1668–1674)

      Guixiang Wang, Xuedong Gong, Yan Liu and Heming Xiao

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990280

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      At the DFT-B3LYP/6-31G* level, the IR spectra of the nitro derivatives of methylbenzenes were obtained and assigned by vibrational analysis. The calculated and experimental infrared spectra of 2,4,6-TNT were compared, and it is found that they were all close, which proves the reliability of theoretical computation. On the basis of the conclusion, the thermodynamic properties were evaluated, which are linearly related with the number of nitro and methyl groups as well as the temperature.

    5. Synthesis, Characterization and Thermodynamic Study of the Solid State Coordination Compound Ni(Nic)2·H2O(s) (Nic=Nicotinate) (pages 1675–1681)

      Jingtao Chen, Donghua He, Youying Di, Yuxia Kong, Weiwei Yang, Wenyan Dan and Zhicheng Tan

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990281

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      Monohydrated nickel nicotinate was synthesized and characterized. Low-temperature heat capacities and the phase transition were studied by an adiabatic calorimeter.

    6. Immersion Deposition of Pt Nanoparticles on Porous Silicon for Methanol Oxidation (pages 1682–1686)

      Xu Su, Kangle LÜ, Yanlong Chang, Yan Zhang and Chunming Wang

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990282

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      Porous silicon (PS) was chosen as the substrate for supporting the Pt particles because of great surface area, good conductivity and stability. Pt nanoparticles have been successfully prepared on the substrate by immersion deposition, which is convenient. The component and morphological properties of the films have been investigated by means of X-ray diffraction (XRD), energy dispersive X-ray spectroscopy (EDX) and scanning electron microscopy (SEM), which shows that the Pt particles have small size and big specific surface. Cyclic voltammetry (CV) research showed that the Pt nanoparticles had novel catalytic activity for methanol when the immersion deposition time was past 24 min.

    7. Theoretical Studies on Electronic Structures and NMR Spectra of Oligo(4-vinylpyridine) (pages 1687–1691)

      Hongjian Zhao, Jia Zhou, Lingjing Hu and Qiwen Teng

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990283

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      The electronic structure and spectra of 4-vinylpyridine oligomers were explored using a semi-empirical method and DFT at the B3LYP/6-31G(d) level.

    8. Pervaporation Separation and Catalysis Activity of Novel Zirconium Silicalite-1 Zeolite Membrane (pages 1692–1696)

      Pei Chen, Xinbing Chen, Xiangshu Chen, Zhongwei An and Hidetoshi Kita

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990284

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      Novel zirconium silicalite-1 zeolite membrane was hydrothermally prepared on the mullite porous support at 150–185°C for 40–72 h by an "in situ" method using tetraethyl orthosilicate (TEOS), zirconium butoxide (ZBOT) and tetrapropylammonium hydroxide (TPAOH) as silica source, zirconium source and organic structure directing agent. The zeolite crystals growing on the support were zirconium silicalite-1 zeolites, and the dense membrane layer was composed of the well inter-growing zeolite crystals.

    9. Syntheses, Structure Analyses and Thermal Stabilities of Two Schiff Base Metal Complexes (pages 1697–1702)

      Yinli Zhang, Sanping Chen, Guang Fan, Zhijie Zhao and Shengli Gao

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990285

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      Two new complexes [Zn(L)2- (SCN)2] (1) and [Co2(L)5(SCN)4]· H2O (2), with Schiff base 1-sali-cylideneamino-1,3,4-triazole (L) have been synthesized and structurally characterized. Large numbers of hydrogen bonds and π-π stacking interactions play an important role in the stabilization of the structures.

    10. Microwave-assisted Synthesis of Pyrazolo[4,3-f]quinolin-7-one Derivatives via Multi-component Reactions (pages 1707–1710)

      Juhua Peng, Wenjuan Hao, Xiang Wang, Shujiang Tu, Ning Ma and Ge Zhang

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990287

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      A series of new pyrazolo[4,3-f]quinolin-7-one derivatives were synthesized by multi-component reactions of equimolar amount of aromatic aldehydes with Meldrum's acid and indazol-5-amine in ethylene glycol without catalyst under microwave irradiation. This one-pot protocol has the advantage of good yields, simple workup procedure and shorter reaction time.

    11. Reactions of Cyclohexyl Isocyanide with η5-Substituted Cyclo-pentadienyl Mo[TRIPLE BOND]Mo Triply Bonded Complexes. Crystal Structure of [Mo(CO)2(η5-C5H4CO2CH3)]2(μ-η2-CNC6H11) (pages 1711–1715)

      Qingshan Li, Chuncheng Luo and Licheng Song

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990288

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      Mo[BOND]Mo singly bonded isocyanide complexes, [Mo(CO)2(η5-C5H4R)]2(μ-η2-CNC6H11) (1a, R=COCH3; 1b, R=CO2CH3) and [Mo(CO)2(η5-C5H4R)(CNC6H11)]2 (2a, R=COCH3; 2b, R[BOND]CO2CH3), have been prepared by reaction of Mo[TRIPLE BOND]Mo triply bonded complexes [Mo(CO)2(η5-C5H4R)]2 with cyclohexyl isocyanide or by thermal decarbonylation of Mo[BOND]Mo singly bonded complexes [Mo(CO)3(η5-C5H4R)]2 and subsequent treatment of the resulting Mo[TRIPLE BOND]Mo triply bonded complexes with cyclohexyl isocyanide.

    12. New Preparation Methodology of Functionalized Picolines (pages 1716–1720)

      Lifei Nie, Jianping Yong, Hang Ba and Haji Akber Aisa

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990289

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      The organomagnesium complex n-Bu2CH3MgLi is a quite efficient reagent for the preparation of picoline derivatives and has been reacted with various electrophiles to afford functionalized picolines in good yields.

    13. DNA Binding and Cleavage Activity of Zinc(II) Complex of N,N′-Bis(2-guanidinoethyl)-2,6-pyridinedicarboxamide (pages 1721–1726)

      Ying Shao, Yong Ding, Weihong Xu, Li Wei, Fang Liu and Guoyuan Lu

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990290

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      N,N′-Bis(2-guanidinoethyl)-2,6-pyridinedicarb-oxamide was synthesized, and the interaction of its zinc(II) complex with DNA was studied.

    14. Stereoselective Synthesis of (Z)-4-(2-Bromovinyl)benzene-sulfonyl Azide and Its Synthetic Utility for the Transformation to (Z)-N-[4-(2-Bromovinyl)benzenesulfonyl]imidates (pages 1727–1732)

      Wensheng Zhang, Chunxiang Kuang and Qing Yang

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990291

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      A novel method for the stereoselective synthesis of (Z)-4-(2-bromovinyl)benzenesul- fonyl azide by simultaneous azidation and debrominative decarboxylation of anti-2,3-dibromo-3-(4-chlorosulfonylphenyl)propanoic acid using NaN3 only was developed. Facile transformation of (Z)-4-(2-bromovinyl)benzenesulfonyl azide to (Z)-N-[4-(2-bromovinyl)benzenesulfonyl]imidates was also achieved by Cu-catalyzed three-component coulping of (Z)-4-(2-bromovinyl)benzenesulfonyl azide, terminal alkynes and alcohols/phenols.

    15. Mechanistic Insights into the Palladium(II)-catalyzed Intramolecular Cyclization of o-Alkynylphenylphosphonamide and N-(o-Alkynylphenyl)acetamide by Electrospray Ionization Mass Spectrometry (pages 1733–1740)

      Jing Zhou, Wei Tang, Yinlong Guo and Yixiang Ding

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990292

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      The intramolecular cyclization of o-alkynylphenylphosphonamide and N-(o-alkynyl-phenyl)acetamide was monitored by ESI-MS and ESI-MS/MS. The proposed intermediates were successfully intercepted and characterized. The intermediates composed of the substrate coordinated to the palladium(II) center in the reaction of o-alkynyl- phenylphosphonamide were unexpected before, and this interesting phenomenon of the multi-substrate coordination seems associated with the unique structure of substrates.

    16. Gas Phase Conversion of Carbon Tetrachloride to Alkyl Chlorides Catalyzed by Supported Ionic Liquids (pages 1741–1748)

      Aijun Sun, Jinlong Zhang, Chunxi Li and Hong Meng

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990293

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      Carbon tetrachloride can be converted to allkyl chloride through an alcoholysis reaction catalyzed by supported ionic liquids. The conversion of CTC and alcohols always increases with temperature, while the selectivity to alkyl chlorides has an optimal temperature range between 150 and 170°C.

    17. γ-Irradiation Degradation of Methamidophos (pages 1749–1754)

      Renbang Zhao, Huaying Bao and Lingyun Xia

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990294

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      The methamidophos in aqueous solution was degraded by 60Co-γ rays and its concentration decreased with the increase of absorbed dose. At the same time, NH+4 SO2−4 and H2PO4 were produced. The concentrations of the three ions formed were in the order of NH+4> SO2−4 > H2PO4.

    18. Binding Interaction of Captopril with Metal Ions: A Fluorescence Quenching Study (pages 1755–1761)

      K. S. Siddiqi, Shaista Bano, Ayaz Mohd and Aslam Aftab Parwaz Khan

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990295

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      The binding interaction of captopril (CPL) with biologically active metal ions Mg2+, Ca2+, Mn2+, Co2+, Ni2+, Cu2+ and Zn2+ was investigated in aqueous acidic medium by fluorescence spectroscopy. These metal ions quenched the intrinsic fluorescence of CPL in the order Cu2+>Ni2+>Co2+>Ca2+>Zn2+>Mn2+>Mg2+ and static quenching was the main reason for this fluorescence quenching. The process of interaction was spontaneous and mainly ΔS-driven.

    19. Apo-CopC and CopC-Cu(II) Unfolding Characteristics in GuHCl Solution (pages 1762–1766)

      Huiqing Li, Yaqin Zhao and Binsheng Yang

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990296

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      The stability of CopC in GuHCl solution was investigated by parameter A, "phase diagram" method of fluorescence and cupric binding capacity, when all transitions show a sigmoidal shape. Copper(II) increased the thermodynamic stability of apo-CopC and the origin was revealed from kinetics measurement.

    20. Removal of Naphthol Green B from Aqueous Solution by Calcined Layered Double Hydroxides: Adsorption Property and Mechanism Studies (pages 1767–1772)

      Feng Zhang, Zheming Ni, Shengjie Xia, Xiaoming Liu and Qiaoqiao Wang

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990297

      The adsorption of naphthol green B (NGB) by Mg/Al-LDO with a Mg/Al molar ratio of 3:1 was investigated in a batch mode. Our study indicates that the maximum capacity of NGB adsorption at equilibrium is 193.4 mg and the percentage of adsorption is 96.7%, with an adsorbent dose of 1.0 g/L under the following condition: 200 mg/L NGB concentration, temperature 298 K, pH 10.0 and an equilibrium time of 80 min. Langmuir and Freundlich adsorption models were used for fitting the isotherms, and the thermodynamic parameters have been calculated, which showed that the adsorption process was spontaneous and exothermic in nature. In the light of so called "memory effect", the Mg/Al-LDO was found to recover their original layered structure after adsorption, and part of NGB ions intercalated into the interlayer of LDH, which has been supported by XRD and FTIR. In addition, the competitive anions for adsorption and the regeneration of Mg/Al-LDO have also been investigated.

    21. New Azobenzene Dye Colorimetric and Ratiometric Chemosensors for Mercury(II) Ion (pages 1773–1776)

      Min Guo, Wei Xue, Mingyun Guan, Jianhua Sun and Gui Yin

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990298

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      A new series of mercury ion sensors based on azobenzene dyes was synthesized. In aqueous methanol solution, the sensors selectively recognize Hg2+ and result in a notable color change from orange to pale yellow due to the internal charge transfer (ICT) effect.

    22. Complexes of Diquat with Dibenzo-24-Crown-8 (pages 1777–1781)

      Shijun Li, Feihe Huang, Carla Slebodnick, Mehdi Ashraf-khorassani and Harry W. Gibson

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990299

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      Dibenzo-24-crown-8 (1) and diquat (2) form a 1:1 complex 1·2 in acetone with Ka=2.0×102 L·mol−1, but yield a crystalline 2:1 host:guest inclusion complex 12·2 as shown by X-ray analysis.

    23. Efficient and Mild Protocol for the Synthesis of 4(3)-Substituted 3(4)-Nitro-1H-pyrroles and 3-Substituted 4-Methyl-2-tosyl-1H-pyrroles from Nitroolefins and Tosylmethyl Isocyanide in Ionic Liquids (pages 1782–1788)

      Jie Qin, Ji Zhang, Bo Wu, Zhangguo Zheng, Meng Yang and Xiaoqi Yu

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990300

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      The kind of pyrrole that will be formed depends critically on the α-substituent in the nitroolefin, because the need of forming stable aromatic pyrrole ring decides the elimination of HNO2 or TosH in the final pyrrole-forming aromatization step.

    24. Solid Substrate Room Temperature Phosphorimetry for the Determination of Trace Mercury Based on the Reaction between Alkaline Phosphatase and Mercury Using Triton X-100 as a Sensitizer (pages 1789–1794)

      Jiaming Liu, Feiming Li, Shaoqin Lin, Zhiming Li, Yayu Chen, Huiqing Lin, Lichai Huang, Jingping Cai and Xuejuan Chen

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990301

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      Alkaline phosphatase (ALP) could emit room temperature phosphorescence (RTP), and Triton X-100 could enhance the RTP signal of ALP. When Hg2+ was added to the ALP-Triton X-100 system, the RTP signal of ALP was quenched sharply. And the ΔIp was directly proportional to the content of Hg2+. According to the facts above, a new solid substrate room temperature phosphorimetry for determination of trace mercury has been established, using Triton X-100 as a sensitizer. The detection limit was 7.0 zg·spot−1 Hg2+. This method has high sensitivity, selectivity and precision, and it has been applied to determine trace mercury in water samples and the results agreed very well with that of the dithizone extraction spectrophotometry. The research has provided a new technology for the trace analysis of environmental pollution, and explored a new application field of ALP.

    25. Uncatalyzed, One-pot Synthesis of 3,3′-(Benzylene)- bis(4-hydroxy-2H-chromen-2-one) Derivatives under Thermal Solvent-free Conditions (pages 1795–1800)

      Hamid Reza Shaterian and Moones Honarmand

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990302

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      A series of 3,3′-(benzylene)bis(4-hydroxy-2H-chromen-2-one) derivatives have been synthesized from condensation reactions of 4-hydroxycoumarin with benzaldehydes under thermal solvent-free conditions. This environmentally friendly synthesis is uncatalyzed and affords the desired products in excellent yields.

    26. A Novel Catalytic Method for the Oxidation of Sulfides to Sulfoxides with Silica Sulfuric Acid and Sodium Nitrite in the Presence of KBr and/or NaBr as Catalyst (pages 1801–1804)

      Hamid Goudarziafshar, Arash Ghorbani-choghamarani, Mohsen Nikoorazm and Zahra Naserifar

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990303

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      Highly efficient selective oxidation of sulfides to sulfoxides by NaNO2 and silica sulfuric acid catalyzed with KBr or NaBr has been reported. This oxidation was carried out in the presence of wet SiO2 (50%, w/w) in acetonitrile at room temperature with good to excellent yields.

    27. Chisiamols A–F, Triterpenoids from Chisocheton siamensis (pages 1805–1810)

      Bojun Xie, Shengping Yang, Chen Zhang and Jianmin Yue

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990304

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      Six new apotirucallane-type triterpenoids, chisiamols AF (16), along with two known compounds, were isolated from the twigs of Chisocheton siamensis. The structures of compounds 16 were established on the basis of spectroscopic and chemical methods.

    28. K2CO3-Promoted Cascade Michael-Alkylation Reactions: A Facile Preparation of Diethyl trans-2,3-Disubstituted 1,1-Cyclopropanedicarboxylates (pages 1811–1819)

      Gaosheng Yang, Yuanyuan Hua and Yue Shen

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990305

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      A series of diethyl trans-2,3-disubstituted 1,1-cyclopropanedicarboxylates have been facilely synthesized in moderate yields under mild conditions. The relative configurations of the products were confirmed by spectroscopy and X-ray crystallographic analysis.

    29. Determination of Albumin Using CdS/SiO2 Core/shell Nanoparticles as Fluorescence Probes (pages 1820–1826)

      Changqing Zhu, Meigui Liu, Peng Wang, Ming Cao and Chun Cao

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990306

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      CdS/SiO2 core/shell nanoparticles were prepared via a microemulsion method, based on their good fluorescence response to BSA, and a fluorescence enhancement method for the determination of BSA has been developed.

    30. Synthesis and Crystal Structures of Two Complexes [Mn2(L)2(H2bta)2(H2O)]n and [Cu2(L)(H2bta)0.5(H2O)]n (pages 1827–1832)

      Ruiping Liu, Xuwu Yang, Lijun Wang, Fei Liu, Lingling Zhang, Fushan Yu and Sanping Chen

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990307

      Two new complexes, [Mn2(L)2(H2bta)2(H2O)]n (1) and [Cu2(L)(H2bta)0.5(H2O)]n (2) (H4bta=1,2,4,5-benzenetetracarboxylic acid, L=imidazo[4,5-f][1,10]phenathroline) were prepared under hydrothermal conditions and their structures determined by single-crystal X-ray diffration.

    31. Application of 1-(2-Pyridylazo)-2-naphthol Anchored SiO2 Nanoparticles for the Preconcentration of Trace Pb2+ from Different Water and Food Samples (pages 1833–1838)

      Anupreet Kaur and Usha Gupta

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990308

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      SiO2-PAN nanoscavengers have been synthesized and structurally characterized. These nanoscavengers have been used for the preconcentration Pb2+.

  3. Note

    1. Top of page
    2. Communication
    3. Full Papers
    4. Note
    1. A New Biindenylidenedione Compound with Two Azobenzene Units: Synthesis and Photochromic Behavior Both in Solution and in the Solid State (pages 1839–1842)

      Juyan Liu, Jie Han, Juanyu Wang, Meili Pang and Jiben Meng

      Version of Record online: 29 SEP 2009 | DOI: 10.1002/cjoc.200990309

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      Two different kinds of photochromic units are incorporated to afford the title compound, which shows photochromism with good fatigue resistance in both solution and solid state.