Chinese Journal of Chemistry

Cover image for Chinese Journal of Chemistry

February, 2011

Volume 29, Issue 2

Pages 217–373

  1. Full Papers

    1. Top of page
    2. Full Papers
    1. Ab initio Study of Electronic Structure and Properties of Crystalline of 1,5-Diamino-1,2,3,4-tetrazole (pages 217–222)

      Jing Shang, Jianguo Zhang, Tonglai Zhang, Yuanjie Shu, Shaowen Zhang and Huisheng Huang

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190069

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      Density functional method was applied to study 1,5-diamino-1,2,3,4-tetrazole (DAT, CH4N6) in both gaseous and bulk states. Relaxed crystal structure compares well with experimental data. The light fluctuation of the frontier orbital, which is mainly formed by atomic orbital of N(4) (heterocycle), is the most reactive part of the molecule, which is in good agreement with the experimental results. The overlap populations of N(1)[BOND]N(2) bonds are much less than those of other bonds, therefore the N(1)[BOND]N(2) bonds first rupture by external stimuli.

    2. Crystal Structure and Theoretical Calculation of 1,4-Bis-(1-ferrocenesulfonyl-2-benzimidazolyl) Butane (pages 223–228)

      Kefen Yue, Fei Zhuo, Gaohong Zhai, Lei Hou, Yibo Hou, Bing Yin and Yaoyu Wang

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190070

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      1,4-Bis(1-ferrocenesulfonyl-2-benzimidazolyl) butane was prepared. Its crystal structure was determined. The most stable structure of the compound in theory was obtained. The two results were compared. The optimized structure was in accordance with the crystal structure in the main. The distribution of atomic charges and the energy, and composition of frontier molecular orbits were analyzed. Thermal analysis indicated that it is stable before melting.

    3. Highly Efficient Hydrogenation of Methyl Propionate to Propanol over Hydrous Zirconia Supported Ruthenium (pages 229–236)

      Guangyin Fan, Yafen Zhou, Haiyan Fu, Xiaoli Ye, Ruixiang Li, Hua Chen and Xianjun Li

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190071

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      Ru/ZrO2·xH2O in water shows high activity and selectivity under mild conditions for the hydrogenation of methyl propionate to propanol. The excellent performance is attributed to the cooperation action between the surface hydroxyl groups of the catalyst and water as the solvent for the activation of substrate and hydrogen.

    4. Theoretical Study of 13C Chemical Shifts Structures of Some ortho-Substituted 3-Anilino-2-nitrobenzo[b]thiophenes and 2-Anilino-3-nitrobenzo[b]thiophenes and Comparison with Experimental (pages 237–242)

      Rezaei Sameti Mahdi

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190072

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      13C NMR chemical shifts have been calculated for structures of some substituted 3-anilino-2-nitro-benzo[b]thiophenes (2o) and 2-anilino-3-nitro-benzo[b]thiophenes (3o) derivatives containing OH, NH2, OMe, Me, Et, H, F, Cl and Br. The molecular structures were fully optimized using B3LYP/6-31G(d,p). The calculation of the 13C shielding tensors employed the GAUSSIAN 03 implementation of the gauge-including atomic orbital (GIAO) and continuous set of gauge transformations (CSGT) by using 6-311++G(d, p) basis set at density functional levels of theories (DFT).

    5. Investigation on Electronic Property of Passive Film on Nickel in Bicarbonate/Carbonate Buffer Solution (pages 243–253)

      Dangguo Li, Jiadao Wang, Haosheng Chen and Darong Chen

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190073

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      The electronic properties of passive film formed on nickel in bicarbonate/carbonate buffer solution were studied by electrochemical impedance spectra (EIS) and Mott-Schottky plot. The film composition was analyzed by X-ray photoelectron spectroscopy (XPS).

    6. Synthesis and Characterization of Antimony(III) Complexes of Thioamides, and Crystal Structure of {[Sb(Imt)2Cl2]2((2-Imt)}Cl2(Imt=Imidazolidine-2-thione) (pages 254–258)

      Humayun Ajaz, Sajjad Hussain, Muhammad Altaf, Helen Stoeckli-Evans, Anvarhusein A. Isab, Rashid Mahmood, Shahnila Altaf and Saeed Ahmad

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190074

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      Antimony(III) complexes of thioamides [thioamides=thiourea (Tu), N,N′-dimethyl-thiourea (Dmtu), tetramethylthiourea (Tmtu), imidazolidine-2-thione (Imt) and diazinane-2-thione (Diaz)] with the general formulae, Sb(thione)nCl3 (n=1, 2, 2.5, 3) were prepared and characterized by elemental analysis, IR and NMR (1H, 13C) spectroscopic methods. The crystal structure of one of them, {[Sb(Imt)2Cl2]2(μ2-Imt)}Cl2 (1), was determined by X-ray crystallography.

    7. Synthesis, Characterization, DNA-binding Properties and DNA Cleavage of a New Ternary Copper(II) Complex with Mixed-ligands of Tridentate Schiff Base and 1,10-Phenanthroline (pages 259–266)

      Jianfang Dong, Lianzhi Li, Linwei Li, Tao Xu and Daqi Wang

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190075

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      A new copper(II) complex, [Cu(naphleu)phen]CH3OH·0.5H2O, has been synthesized and characterized. The DNA-binding properties of this complex have been investigated by UV, fluorescence and CD spectra, as well as viscosity measurement. Furthermore, the DNA cleavage activity of this complex has also been investigated by submarine gel electrophoresis.

    8. Synthesis, Crystal Structure and Optical Properties of Europium Trifluoroacetate Complexes with 1,10-Phenanthroline and 2,2′-Bipyridine (pages 267–272)

      Jiangbo She, Xiaoxia Cui, Chaoqi Hou, Chao Gao, Wei Wei and Bo Peng

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190076

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      Eu(CF3COO)3·phen (1) and Eu(CF3COO)3· bpy (2) (where phen=1,10-phenanthroline, bpy=2,2′-bipyridine), were synthesized and characterized. The crystal structure of [Eu2(CF3COO)6·(phen)3·(H2O)2]·EtOH shows that two different coordination styles with europium ions coexist in the same crystal and have entirely different coordination geometries and numbers. This crystal can be considered as an 1:1 adduct of [Eu(CF3COO)3·(phen)2·H2O]·EtOH (9-coordination part) and Eu(CF3COO)3·phen·H2O (8-coordination part). The lifetimes of 5D0 of Eu3+ in the complexes were examined. The thermal analyses indicate that they are all quite stable to heat.

    9. Synthesis and Crystal Structure of Rare Earth Metal Chlorides Bearing Bridged-Indenyl Ancillary Ligand (pages 273–277)

      Yibin Wang, Xiaoying Feng, Yunjie Luo, Yong Zhang and Hongze Liang

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190077

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      Two rare earth metal chloride complexes supported by a bridged-indenyl ancillary ligand, [C9H6SiMe2(CH2)2SiMe2C9H6]Ln(µ-Cl)2Li(TMEDA) [Ln=Y (1), Lu (2)], were synthesized via salt metathesis reaction from [C9H6SiMe2(CH2)2SiMe2C9H6]Li2 and LnCl3 in 1:1 molar ratio in THF/TMEDA at room temperature.

    10. Syntheses, Optical Properties and Photoactivated Insecticidal Activities of Cyclic Arylethynylsilanes (pages 278–282)

      Guang Shao, Yong Li, Huijuan Yu, Ting He and Dingxin Jiang

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190078

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      Syntheses and optical properties of four cyclic arylethynylsilanes containing one or two trialkyne pockets were described. The photoactivated insecticidal activities against the 4th-instar larvae of Aedes albopictus (Skuse) were evaluated to enrich the structure-activity relationship.

    11. Investigation of the Effect of Metallic Lewis Acid on the Nitrolysis of [3,7-Diacetyl-1,3,5,7-tetraazabicyclo(3.3.1)-nonane] and Hexamine (pages 283–287)

      Liangwei Shi, Menglong Yu, Yazhu Zhang, Guangming Qin, Jian Lü and Prof. Dr. Gang Zhao

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190079

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      Investigation of the effect of metallic ions on the nitrolysis of [3,7-diacetyl-1,3,5,7-tetraazabicyclo(3.3.1)nonane] (DAPT) and hexamine (HA) is useful and helpful to the synthesis of RDX and HMX. The combinatorial reagent, M(NO3)n Ac2O/NH4NO3 (M=Mg2+, Cu2+, Pb2+, Bi3+, Fe3+ and Zr4+), was found to be efficient in experiment of the nitrolysis of DAPT. Some discrepant results in these nitrolysis reactions catalyzed by different metallic nitrates can be explained reasonably based on hard-soft and acid-base principle and stabilized energy of metallic Lewis salts with corresponding anions, such as NO3, (CF3SO2)2N, and (C4F9SO2)2N. The metallic Lewis acids with high polarizable anions improve not only the yield of the nitrolysis of HA or DAPT but also the ratio of HMX.

    12. Synthesis of 3,5-Dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl Containing 1,2,3-Thiadiazole Derivatives via Ugi Reaction and Their Biological Activities (pages 288–296)

      Shouxin Wang, Huan Wang, Prof. Dr. Zhijin Fan, Yifeng Fu, Na Mi, Jufang Zhang, Zhengcai Zhang, Nataliya P. Belskaya and Vasiliy A. Bakulev

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190080

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      A series of novel 3,5-dichloro-4-(1,1,2,2-tetrafluoroethoxy)phenyl containing 4-methyl-1,2,3-thiadiazole derivatives were designed and synthesized via Ugi reaction. The bioassay results indicated that some title compounds had good fungicide activity; most of the compounds presented certain degree of growth inhibition against tobacco mosaic virus; some compounds showed good larvicidal activity against Plutella xylostella L. and excellent larvicidal activities against Culex pipiens pallens.

    13. Silica Gel-Supported Polyphosphoric Acid (PPA/SiO2): An Efficient and Reusable Heterogeneous Catalyst for Facile Synthesis of 14-Aryl-14H-dibenzo[a,j]xanthenes under Solvent-free Conditions (pages 297–302)

      Amir Khojastehnezhad, Abolghasem Davoodnia, Mehdi Bakavoli, Niloofar Tavakoli-Hoseini and Mohsen Zeinali-Dastmalbaf

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190081

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      A simple, efficient and green method for the synthesis of 14-aryl-14H-dibenzo-[a,j]xanthenes by a one-pot condensation reaction of β-naphthol and aryl aldehydes using silica gel-supported polyphosphoric acid (PPA/SiO2), an effective and reusable catalyst, under solvent-free conditions was described. The present methodology offers several advantages, such as a simple procedure with an easy work-up, short reaction times, high yields, and the absence of any volatile and hazardous organic solvents.

    14. An Efficient Synthesis of 3-Alkyl-2-alkyliminooxazolidin-4-one via a Domino Reaction (pages 303–308)

      Yongwei Liu, Zhengning Li, Lan Jiang and Aijun Zheng

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190082

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      Reaction of dialkyl carbodiimide with alkyl α-hydroxycarboxylate in the presence of copper salt yielded 3-alkyl-2-alkyliminooxazolidin-4-one in high efficiency and yield.

    15. Copper(II) and 1,1′-Trimethylene-2,2′-biimidazole-promoted Arylation of Acetylacetone with Aryl Iodides (pages 309–313)

      Jianli Liu, Runsheng Zeng, Chunmei Zhou and Jianping Zou

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190083

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      A new and efficient way was developed to carry out the reaction of acetylacetone with aryl iodides under the assistance of Cu(II) and 1,1′-trimethylene-2,2′-biimidazole at 100°C. 3-Aryl-2,4-pentanediones were obtained in excellent yields.

    16. On Water: Br?nsted Acidic Ionic Liquid [(CH2)4SO3HMIM][HSO4] Catalysed Synthesis of Oxindoles Derivatives (pages 321–323)

      Narges Karimi, Hooesin Oskooi, Majid Heravi, Mina Saeedi, Masoumeh Zakeri and Niloofar Tavakoli

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190085

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      Some oxindoles derivatives are synthesized from the condensation of indoles with isatins in the presence of green and recycable catalyst [(CH2)4SO3HMIM][HSO4] in water at room temperature.

    17. Spectrophotometric Determination of Albendazole Drug in Tablets: Spectroscopic Characterization of the Charge-transfer Solid Complexes (pages 324–332)

      Moamen S. Refat, Gehad G. Mohamed and Ahmed Fathi

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190086

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      Simple, rapid and reliable method for the determination of albendazole (ABZ) was described. The experimental conditions were optimized and the system obeys Beer's law. The molar absorptivity and Sandell sensitivity were calculated. The limits of detection and quantification were calculated. The proposed methods were successfully applied to the determination of ABZ in commercially available dosage forms. The reliability of the assays was established by parallel determination by the official method and recovery studies. The chemical structures of the solid charge-transfer (CT) complexes formed via reaction between ABZ under study and Π-acceptors, have been elucidated using elemental analyses (C, H and N), IR, 1H NMR and mass spectra.

    18. Carbohydrate Coated Polymer Particles: Preparation and Protein-binding Studies (pages 333–342)

      Zicai Sun, Zheng Wei, Jianjun Chen and Kemei Wei

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190087

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      A facile and effective organic synthesis route was provided for preparation of the carbohydrate coated polymer small particles. First, amino-activated particles were prepared from PAN (polyacrylonitrile) by the heterogeneous cross- linking method, then the amino groups on the particle were converted into hydrazide groups by N-alkylation and hydrazine activation, meanwhile the length of linker was prolonged to the designed value. FTIR was used to study the reactions in the synthesis steps and to optimize part of the synthesis conditions. Two carbohydrates (maltose and heparin) were then directly coupled to the hydrazide-activated particles in a relative high yield. The obtained particles were used to interact with BSA (bovine serum albumin) and typical heparin-binding proteins.

    19. Synthesis and Characterization of Poly(ε-caprolactone-co-δ- valerolactone) with Pendant Carboxylic Functional Groups (pages 343–350)

      Yue Zeng, Yan Zhang and Meidong Lang

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190088

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      Enamine (1) and benzyl-2-bromoacetate reacted to get substituted cyclic ketone BCP, and BCP was subsequently converted into the relevant functionalized δ-valerolactone derivative BVL by the Baeyer-Villiger oxidation. By ring-opening polymerization, BVL and ε-caprolactone polymerized in bulk using stannous octanoate as the catalyst to produce P(CL-co-BVL). Finally, the benzyl-protecting groups of BVL were effectively removed by H2 using Pd/C as the catalyst to obtain P(CL-co-CVL).

    20. Grafting of 4-Vinyl Pyridine onto Nylon-6 Initiated by Redox System (pages 351–355)

      Jian Zhou, Libin Bai, Hong Qin and Yinghai Liu

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190089

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      The graft copolymerization of 4-vinyl pyridine (4VP) onto nylon-6 (PA6) was studied by using potassium diperiodatonickel-ate(IV) (DPN)-PA6 redox system in alkaline medium. A mechanism was proposed to explain the generation of radicals and the initiation. The effects of reaction variables, such as the initiator concentration, the ratio of 4VP to PA6, pH as well as reaction temperature and time were investigated. Graft copolymers with high grafting efficiency (>95%) were obtained, which indicated that DPN-PA6 redox system is an efficient initiator for this graft copolymerization. The quaternized PA6-g-P4VP (QPAVP) was proved to be an excellent adsorbent to heavy metal ions.

    21. Combination of Silica Sol and Potassium Silicate via Isothermal Heat Conduction Microcalorimetry (pages 356–362)

      Hebao Tian, Chaocan Zhang, Peng Liu, Xi Li, Lili Wu and Yanjun Chen

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190090

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      The mixtures of silica sol and potassium silicate were investigated via isothermal heat conduction microcalorimetry under stirring at 25.0, 35.0, and 45.0°C, characterized by the reaction orders (m, n) of silica polymerization, which varied rapidly, instantaneously, and constantly from low to high all the time, up and down in an alternate manner, and by a mathematical approach of Beezer et al. for the calculation of the reaction orders (m, n).

    22. Preparation of Novel Silica Nanoparticles with Controllable Fluorescence Intensity from Porphyrin-Bridged Silsesquioxane (pages 363–368)

      Ximing Guo, Bin Guo, Xuemei Sun, Qingyuan Zhang and Tongshun Shi

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190091

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      We report the preparation of silica nanoparticles by direct dissociation of porphyrin-bridged silsesquioxane. Porphyrin was equably dispersed into the silica matrix. The fluorescence intensity of PDSNPs could be controlled by finely tuning self-dissociated time of the precursor of porphyrin-bridged silsesquioxane. And the porphyrin leakage and fluorescence quenching effects were entirely avoided in the system.

    23. Effect of Organic Additives on the Performance of Nano-sized Ru-Zn Catalyst (pages 369–373)

      Haijie Sun, Zhihao Chen, Wei Guo, Xiaoli Zhou, Zhongyi Liu and Shouchang Liu

      Version of Record online: 1 MAR 2011 | DOI: 10.1002/cjoc.201190092

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      A nano-sized catalyst was prepared by coprecipitation. The modification of Ru with Zn and the small size effect were the main cause why the catalyst exhibited the high activity and the excellent cyclohexene selectivity. With the addition of PEG-2000, a cyclohexene selectivity of 78.9% at a benzene conversion of 68.7% and a maximum cyclohexene yield of 61.4% were obtained.