Chinese Journal of Chemistry

Cover image for Chinese Journal of Chemistry

February, 2010

Volume 28, Issue 2

Pages 139–328

  1. Full Papers

    1. Top of page
    2. Full Papers
    1. Comparison of Electrochemical Synthesis of Ammonia by Using Sulfonated Polysulfone and Nafion Membrane with Sm1.5Sr0.5NiO4 (pages 139–142)

      Ruiquan Liu and Gaochao Xu

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090044

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      Polysulfone (PSF) and sulfonated polysulfone (SPSF) were synthesized and characterized by IR spectra. The performances in ammonia synthesis were investigated and compared at atmospheric pressure and low temperature (25–100°C) using Nafion and SPSF membranes. The results demonstrated that the proton conducting performances of Nafion and SPSF membranes were similar and the rates of evolution of ammonia are almost the same for both of them.

    2. Vibrational and Thermodynamic Properties of 2,2′,4,4′,6,6′-Hexanitroazobenzene and Its Derivatives: A Density Functional Theory Study (pages 149–158)

      Yan Liu, Xuedong Gong, Guixiang Wang, Lianjun Wang and Heming Xiao

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090046

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      HNAB (2,2′,4,4′,6,6′-hexanitroazobenzene) and its derivatives were optimized to obtain their molecular geometries and electronic structures by using density functional theory at the B3LYP/6-31G* level. Their IR spectra were computed and assigned. Based on the frequencies scaled by 0.96 and the principle of statistical thermodynamics, the thermodynamic properties were evaluated. The isodesmic reactions were applied to calculate the HOF of the title compounds at 298.15 K.

    3. A Thermodynamic Study on the Binding of Human Serum Albumin with Lanthanum Ion (pages 159–163)

      G. Rezaei Behbehani, A. Divsalar, A. A. Saboury, F. Faridbod and M. R. Ganjali

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090047

    4. Atom-economy Synthesis of N-Substituted Carbamate from Urea Derivative and Dimethyl Carbonate Catalyzed by La/SiO2: Characterization and Activity (pages 164–170)

      Xiaoguang Guo, Jianpeng Shang, Jian Li, Liguo Wang, Yubo Ma, Feng Shi and Youquan Deng

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090048

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      A series of silica gel immobilized lanthanum catalysts were prepared for the atom-economy synthesis of N-substituted carbamates from urea derivatives and dimethyl carbonate. The La/SiO2 catalysts were characterized by AES, BET, XRD, TEM, FT-IR, XPS and TPD, and the characterization results showed that LaOOH was the possible active species and high surface area was important for the high catalytic activity. By applying the optimized reaction conditions, various carbamates with up to 90% isolated yield were synthesized.

    5. Synthesis, Characterization, and Photophysical Properties of Materials Obtained by Co-intercalation of Chromophores into Layered Double Hydroxides (pages 171–178)

      Lei Li, Li Zhang, Zheng Wen and Dazhou Chen

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090049

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      A pair of chromophores with donor-acceptor properties, 3-CCA and 9-ACA, were successfully intercalated into Zn-Al-LDH compounds by a method of ion-exchange procedures in ethylene glycol. The results show the existence of guest-host interaction, guest-guest interaction and guest-guest energy transfer in the co-intercalation compounds. The co-intercalation compounds could be developed for a novel class of layered light energy storage and conversion materials.

    6. Estimation of Physico-chemical Properties of Ionic Liquid EPReO4 Using Surface Tension and Density (pages 179–182)

      Shuliang Zang, Dawei Fang, Shuang Yue, Jianxin Li and Han Wang

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090050

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      An ionic liquid (IL) EPReO4 (N-ethylpyridinium rheniumate) was prepared. The density and surface tension values of the IL were determined in the temperature range of 293.15–343.15 K. The ionic volume and surface entropy of the IL were estimated by extrapolation, respectively. According to the interstice model, the thermal expansion coefficient of IL EPReO4 (α) was calculated and compared with experimental value, finding their magnitude order is in good agreement by 8.98%.

    7. Catalytic Performances of Binder-free ZSM-5 Catalysts for Dehydration of Crude Methanol to Dimethyl Ether (pages 183–188)

      Jing Wang, Xiaowei Cheng, Juan Guo, Xiaocheng Chen, Heyong He and Yingcai Long

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090051

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      A series of binder-free ZSM-5 zeolite catalysts with various SAR were prepared and evaluated in methanol dehydration to DME process. The binder-free catalyst MD3 with low SAR of about 30 presents excellent catalytic performance compared to that of the binder-containing one MD5, because of its large amount of weak and medium strength acid sites, open channels and richness in mesopores.

    8. Orientation of the Azobenzene Spacer of Carboxylic Methyl Ester Gemini Surfactants in Langmuir Monolayer (pages 189–192)

      Binglei Song and Jianxi Zhao

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090052

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      The aromatic rings in the spacer of light-sensitive Gemini surfactants MCm(azo)MCm adopt an orientation parallel or near-parallel to the air/water interface in the Langmuir monolayer no matter whether they are irradiated. This is believed to be due to the absence of ionic groups in the headgroup-region.

    9. Interaction between (1,1′-Binaphthalene)-2,2′-diol and Lecithin Liposome (pages 193–198)

      Liuhua Chen, Lihua Gan, Shenjing An, Dazhang Zhu, Zijie Xu, Zhixian Hao and Longwu Chen

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090053

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      The preferential binding site of BINOL with lecithin liposomes is located in the headgroup region. Furthermore, their non-polar aromatic portion extends towards the hydrocarbon part of the bilayer.

    10. Star-shaped Organic Molecules That Comprise a 1,3,5-Trisubstituted Benzene Core and Three Oligoaryleneethynylene Arms as Light-emitting Materials (pages 199–207)

      Yanling Liu, Jikang Feng, Xueqin Ran and Aimin Ren

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090054

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      Star-shaped molecules that comprise a 1,3,5-trisub- stitued benzene core and three oligoaryleneethynylene arms show great potential for application in organic light-emitting devices (OLEDs). Their optical and electronic properties are tuned by the star-shaped molecular size, namely, the number of dimethoxyphenyleneethynylene units and the number of the methoxy groups on the terminal benzene rings at each arm. To reveal the relationship between the properties and structures, we apply quantum-chemical techniques to investigate these organic star-shaped molecules.

    11. Preparation of Amino-functionalized Multiwall Carbon Nanotube/Gold Nanoparticle Composites (pages 208–212)

      Mingyu Ding and Rui Zheng

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090055

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      A new convenient method for preparing multiwall carbon nanotube (MWNT)/ nanoparticle composites was developed. MWNT was modified orderly with carboxyl groups and amino groups. Negatively charged gold nanoparticles were anchored on the surface of the amino-functionalized MWNT. This method decorating carbon nanotubes can be used to identify the defect sites on carbon nanotubes.

    12. Impact of the Aliphatic Dicarboxylate Chain of Novel Dinuclear Palladium(II) Complexes: Synthesis and Biological Evaluation (pages 213–220)

      Enjun Gao, Mingchang Zhu, Qiong Wu, Lei Liu, Hongyan Liu, Fuchun Liu, Yun Huang, Lei Wang, Qunzhi Shi and Wanzhong Zhang

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090056

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      The figure shows the effect of 5 μmol·L−1 of the five complexs and cis-platin on breast cancer cell viability after 48 h of incubation. complex 5 (n=6) and 4 (n=5) showed much higher cytotoxicity than those of cis-platin. On the other hand, complex 3 (n=4) was found to be moderately active, and complex 1 (n=2), complex 2 (n=3) were found only marginally cytotoxic.

    13. Mixed Ligand Palladium(II) Complex with NS-Bidentate S-Allyldithiocarbazate Schiff Base: Synthesis, Spectral Characterization, Crystal Structure and Decoding Intermolecular Interactions with Hirshfeld Surface Analysis (pages 221–228)

      Reza Takjoo, Rozita Takjoo, Mohammad Yazdanbakhsh, Amir Aghaei kaju and Yaguang Chen

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090057

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      A new mixed ligand palladium(II) complex with bidentate NS-donor chelate, [PdCl(PPh3)L] (L: S-allyl β-N-(benzylidene)dithiocarbazate), has been prepared and characterized using single crystal X-ray diffraction and spectroscopic (electronic, IR, 1H NMR and 13C NMR) techniques. Visualizing and exploring the crystal structure using Hirshfeld surface analysis showed the presence of Π···Π, N···Π, C–H···Π, Cl···H and weak C–H···S interactions as most important intermolecular interactions in the crystal lattice, which are responsible to extension of the supramolecular network of the compound and stabilization of the crystal structure.

    14. Novel Porous Monolithic Column Using Poly(high internal phase emulsion) Methacrylate as Materials for Immunoglobulin Separation Performance on HPLC (pages 229–234)

      Jing Yang, Gengliang Yang, Haiyan Liu, Ligai Bai and Qiaoxia Zhang

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090058

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      A novel porous polymeric monolithic column based on poly(high internal phase emulsion) methacrylate monolith was prepared and applied to fast separation of proteins. Immunoglobulin was separated from human plasma and chicken egg yolk with high resolution on the hydrophobic interaction chromatographic column in a short time. Fast separation of a two mode protein mixture (α-amylase and lysozyme) on the monolith was achieved within 1.5 min at a velocity of 1445 cm·h−1.

    15. Rhodium-catalyzed Asymmetric Ring-opening Reactions of N-Boc-azabenzonorbornadiene with N-Substituted Piperazine Nucleophiles (pages 235–242)

      Yuhua Wu, Dingqiao Yang, Heping Zeng, Lei Xie, Lihuan Wu, Haihong Mo and Xiongjun Zuo

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090059

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      Asymmetric ring-opening reactions of N-Boc-azabenzonorbornadiene with N-substituted piperazine nucleophiles in the presence of 5 mol% of [Rh(COD)Cl]2 and 10 mol% of chiral ligand, (R,S)-PPF-P-t-Bu2, gave the corresponding 1,2-diamine product in moderate to excellent yields (up to 95%) with reasonable enantiomeric excesses (up to 70% ee). The results showed that the nature of ligands had significant influence on the yields and the enantiomeric excesses.

    16. Synthesis and in vitro Antimicrobial Activity of New Ethyl 2-(Ethoxyphosphono)-1-cyano-2-(substituted tetrazolo[1,5-a]quinolin-4-yl)ethanoate Derivatives (pages 243–249)

      Amol H. Kategaonkar, Sandip A. Sadaphal, Kiran F. Shelke, Atul H. Kategaonkar, Bapurao B. Shingate and Murlidhar S. Shingare

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090060

    17. Ultrasound-enhanced Green Synthesis of 5,5-Diphenylhydantoin Derivatives Using Symmetrical or Unsymmetrical Benzils (pages 255–258)

      Javad Safari, Naimeh Moshtael Arani and Anousheh Ramezan Isfahani

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090062

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      Synthetic route to 5,5-diphenylhydantoins from urea and benzil derivatives in ethanolic KOH under ultrasound irradiation at room temperature.

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      Fast and Eco-friendly Synthesis of Dipyrromethanes by H2SO4·SiO2 Catalysis under Solvent-free Conditions (pages 259–262)

      Yan Zhang, Jun Liang and Zhicai Shang

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090063

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      For the first time, sillica-supported sulfuric acid has been used as a heterogeneous, reusable and efficient catalyst at room temperature to give the corresponding dipyrromethanes in a very short reaction time. The new reaction procedure is simple and solvent is not required.

    19. Tris(4-anisyl)phosphine as an Efficient and Practical Reagent for the Synthesis of (E)-2-Benzylidenesuccinates (pages 263–268)

      Huanfeng Jiang, Wei Wang, Weibing Liu and Chunli Qiao

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090064

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      Condensation of maleic anhydride or dimethyl maleate with benzylaldehydes controlled by tris(4-anisyl)phosphine to synthesize dimethyl (E)-2-benzylidenesuccinates has been systematically investigated. The protocol gives the products with high stereoselectivity in moderate to good yields under mild conditions. A plausible mechanism has been proposed.

    20. MCM-41 Catalyzed Efficient Regioselective Synthesis of β-Aminoalcohol under Solvent-free Conditions (pages 269–272)

      Majid M. Heravi, Khadijeh Bakhtiari, Hamideh Alinejhad, Mina Saeedi and Reihane Malakooti

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090065

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      β-Aminoalcohols were synthesized in high yields by reaction of epoxides with amines in the presence of MCM-41 as a green and reusable catalyst under solvent-free conditions.

    21. Highly Selective Vapor-Phase Acylation of Veratrole over H3PO4/TiO2-ZrO2: Using Ethyl Acetate as a Green and Efficient Acylating Agent (pages 273–284)

      Roozbeh Javad Kalbasi, Alireza Abbaspourrad, Ahmad Reza Massah and Farzad Zamani

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090066

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      Vapor phase acylation of veratrole with ethyl acetate over w=15% H3PO4/ TiO2-ZrO2-surf has been investigated. In the presence of this catalyst and with ethyl acetate as an environmentally friendly acylating agent without any corrosion problem, excellent activity and high 3,4-dimethoxyacetophenone selectivity (>99%) were obtained.

    22. Al(H2PO4)3 as an Efficient and Reusable Catalyst for One-pot Three-component Synthesis of α-Amino Phosphonates under Solvent-free Conditions (pages 285–288)

      Malek Taher Maghsoodlou, Sayyed Mostafa Habibi-Khorassani, Reza Heydari, Nourollah Hazeri, Seyed Sajad Sajadikhah and Mohsen Rostamizadeh

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090067

    23. Synthesis, Structure and in vitro Antitumor Activity of a Multinuclear Diorganotin(IV) Complex [(n-Bu)4Sn2{2,5-F2C6H3C([DOUBLE BOND]O)NHO}2{2,5-F2C6H3C([DOUBLE BOND]NO)O}]2 (pages 289–293)

      Xianmei Shang, Xianggao Meng and Qingshan Li

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090068

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      A new multinuclear dibutyltin(IV) complex [(n-Bu)4Sn2{2,5-F2C6H3C([DOUBLE BOND]O)NH- O}2{2,5-F2C6H3C([DOUBLE BOND]NO)O}]2 was synthesized, which exhibited higher in vitro antitumor activity against a murine sarcoma carcinoma cell line (S-180) than that of 5-fluorouracil (5-Fu), currently used clinically antitumor agent.

    24. Copper(II) and 2,2′-Biimidazole-promoted Novel Reaction of 4,4,4-Trifluoro-1-phenylbutane-1,3-diones with Iodobenzene Diacetate (pages 294–298)

      Chunmei Zhou, Runsheng Zeng and Jianping Zou

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090069

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      A new and efficient way was developed to carry out the reaction of 4,4,4-trifluoro-1- phenylbutane-1,3-dione with iodobenzene diacetate under the assistance of Cu(II) and 2,2′-biimidazole at a low temperature in excellent yield. 2-Acetoxyacetophenones were obtained unexpectedly.

    25. One-pot Synthesis of 3-Aminoimidazo[1,2-a]pyridines Catalyzed by Heteropolyacids (pages 299–302)

      Hossein A. Oskooie, Maryam Amini, Majid M. Heravi and Fatemeh F. Bamoharram

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090070

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      A rapid one-pot synthesis of imidazo[1,2-a]pyridines was developed in the presence of heteropolyacids as economically and environmentally attractive catalysts, under solvent-free conditions using aldehydes, isonitriles and 2-aminopyridines.

    26. Design and Synthesis of Two Aromatic Amines with Dendritic Structure (pages 303–308)

      Zhenghong Luo, Hua Chen and Wei Xu

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090071

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      The design and synthesis of two aromatic amines with dendritic structures have been conducted via Hofmann rearrangement. A coupling reaction of three or two equivalents of benzyl bromide to one equivalent of methyl hydroxybenzoate generated the intermediate benzyloxybenzoates in high yields.

    27. Efficient Synthesis of New Tetracyclic Benzofuro[3,2-d]-imidazo[1,2-a]pyrimidine-2,5-(1H,3H)-diones (pages 309–312)

      Yanggen Hu, Min Liu and Mingwu Ding

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090072

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      An efficient synthesis of the new tetracyclic heterocyle from iminoposphorane was provided. The structure of the title compound was confirmed by X-ray structure analysis.

    28. Simultaneous Determination of Phenolic Additives in Cosmetics by Micellar Electrokinetic Capillary Chromatography with Electrochemical Detection (pages 313–319)

      Jinyan Wang, Dongli Zhang, Qingcui Chu and Jiannong Ye

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090073

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      A micellar electrokinetic capillary chromatography method with electrochemical detection (MECC-ED) has been developed for the simultaneous determination of eight phenolic additives, including four antioxidants (PG, TBHQ, BHA and BHT) and four preservatives (MP, EP, PP and BP), in cosmetic products. The detection limits (S/N=3) ranged from 1.1×10−7 to 1.2×10−6 g·mL−1 for all analytes. This proposed method has been successfully applied to the simultaneous determination of the above additives in commercial cosmetics with satisfactory results.

    29. Development and Application of Ultra Performance Liquid Chromatography Method to the Quantification of the Biotransformation of Methyl Paraben in Eisenia foetida (pages 320–324)

      Manuela Mincea, Simona Şerban, Irina Rusu, Ioan Talpos̨ and Vasile Ostafe

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090074

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      The biotransformation of methyl paraben (MP) in p-hydroxybenzoic acid (pHBA) and phenol (Phe) in earthworm Eisenia foetida was assessed by an ultra performance liquid chromatography (UPLC) method with a BEH (bridged ethane-silicon hybrid) C18 column (2.1×50 mm i.d., 1.7 µm particle size), using methanol/water/phosphoric acid as mobile phase, under a gradient elution program.

    30. Template-synthesized Protein Nanotubes with Controlled Size Based on Layer-by-layer Method (pages 325–328)

      Caihong Tao, Shengrong Yang and Junyan Zhang

      Version of Record online: 2 MAR 2010 | DOI: 10.1002/cjoc.201090075

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      Protein nanotubes with different outside diameters and wall thicknesses have been prepared. It was found that the wall thickness of the protein nanotubes increased with the augment of the number of layers deposited on the pore walls. The synthesis procedure was shown in the above figure.