Chinese Journal of Chemistry

Cover image for Chinese Journal of Chemistry

March, 2010

Volume 28, Issue 3

Pages 337–486

  1. Full Papers

    1. Top of page
    2. Full Papers
    3. Notes
    1. Molecular Dynamics Simulation of Interaction between Calcite Crystal and Phosphonic Acid Molecules (pages 337–343)

      Jianping Zeng, Shuguang Zhang, Xuedong Gong and Fengyun Wang

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090076

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      Molecular dynamics simulation has been used to study the interactions between calcite crystal and seven kinds of phosphonic acids. The results indicate that the sequence of scale inhibition performance of all phosphonic acids against calcite scale is EDATMP>HDATMP>HEBP>NTMP>GBMP>HEBP>NMBMP, and the inhibition against the growth of (1l̄0) crstal face is on the dominant status; phosphonic acids are deformed during the combination process; electrovalent bonds formed between the calcium ions in scale crystal and the phosphoryl oxygen atoms in phosphonic acids.

    2. Compositional Analysis and Adsorption Performance of Surfactants Used for Combined Chemical Flooding (pages 344–348)

      Wanli Kang, Hongyan Zhang, Lingwei Meng and Shuren Liu

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090077

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      Two surfactants (A and B) of alkylbenzenesulfonate type with different carbon chains have been studied in terms of adsorption on oil sands for chemical flooding applications to oilfields. Surfactant adsorption on the sands heavily depends on its lipophilicity, and the adsorption quantity increases with increasing the lipophilic chain length of the surfactant.

    3. Competitive Adsorption of Methylene Blue and Rhodamine B on Natural Zeolite: Thermodynamic and Kinetic Studies (pages 349–356)

      Farhade Jafari-zare and Aziz Habibi-yangjeh

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090078

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      A batch system was applied to study the adsorption behavior of methylene blue (MB) and rhodamine B (RB) in single and binary component systems on natural zeolite. In the single component systems, the zeolite presents higher adsorption capacity for MB than RB with the maximal adsorption capacity of 7.95×10−5 and 1.26×10−5 mol/g at 55°C for MB and RB, respectively.

    4. DFT Study of N2O Activation with La+, Hf+, Ta+ and W+ in the Gas Phase (pages 357–362)

      Jianhui Zhang, Yongcheng Wang, Yanli Leng and Fengxian Li

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090079

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      The spin-forbidden reaction N2O(X1Σ)+M+[RIGHTWARDS ARROW]N2(X1Σ+g)+MO+ (M+=La+, Hf+, Ta+, W+) was discussed using density functional theory. The reaction mechanism between M+ transition metal ions and N2O is an insertion-elimination one. All products are formed in exothermic processes. In comparison with the previous work, an essential conclusion could be drawn that the reaction N2O(X1Σ)+CO(1Σ+)[RIGHTWARDS ARROW]N2(X1Σ+g)+CO2(1Σ+g) catalyzed by M+ was endothermic by 358.89 kJ·mol−1 which is in accord with the experiment finding.

    5. 3,4,9,10-Perylenetetracarboxylic Acid Derivatives, Their Spectral Behavior and Their Chemical Interaction with Hydrated Iron Oxide Nanopar (pages 363–370)

      Yusif S. El-Sayed and Samy A. El-Daly

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090080

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      The photophysical properties of N,N-bis(pyrimidenyl)-3,4,9,10-perylenetetracarboxylic diimide (PmPBD), N,N-bis(pyridenyl)-3,4,9,10-perylene-tetracarboxylic diimide (PyPBD) and N,N-bis(4-methylpyridenyl)-3,4,9,10-perylenetetracarboxylic diimide (MPyPBD) have been measured in different solvents. Both electronic absorption and fluorescence spectra are not sensitive to medium polarity, while the fluorescence quantum yield is solvent dependent. Perylene derivatives under investigation undergo molecular aggregation to dimmer or larger aggregates in water. The value of energy transfer rate constant and critical transfer distance indicate a F?rster type energy transfer mechanism. There is a large interaction between the perylene compounds under investigation and the hydrated nanoparticles in the excited state therefore the fluorescence quenching rate constant of these derivatives by hydrated iron oxide nanoparticles has a large value.

    6. Acoustical Properties of Binary Mixtures of Heptane with Ethyl Acetate or Butyl Acetate (pages 371–377)

      Divya Shukla, Shashi Singh, Shahla Parveen, Manisha Gupta and Jagdish Prasad Shukla

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090081

      Ultrasonic velocity (u) and density (ρ) were measured for the binary mixtures formed by heptane with ethyl acetate or butyl acetate at temperatures 293, 298 and 303 K over the entire composition range. Deviation in ultrasonic velocity (Δu), deviation in isentropic compressibility (Δκs), and excess intermolecular free length (LEf) have been evaluated using the ultrasonic velocity data and the computed results were fitted to the Redlich-Kister polynomial equation. The values of Δu, Δκs and LEf were plotted against the molar fraction of heptane. The observed positive and negative values of excess parameters were discussed in terms of molecular interaction between the components of the mixtures. Experimental values of ultrasonic velocity and density were compared with the results obtained by theoretical estimation procedures. The results were discussed in terms of average absolute deviation (AAD).

    7. Preparation of Ammonium Cerium Phosphate via Low-heating Solid State Reaction and Its Catalysis for Benzyl Acetate Synthesis (pages 378–382)

      Sen Liao, Zhipeng Chen, Gang Liu, Xiaozhen Tian, Tianshun Wang and Wenwei Wu

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090082

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      The ammonium cerium phosphate was prepared with (NH4)3PO4·3H2O and Ce (SO4)2·4H2O as raw materials and PEG-400 as surfactant via a solid state reaction at low-heating temperature. The synthesis of benzyl acetate was carried out with H2SO4/ammonium cerium phosphate as catalyst, and uniform experimental design as well as data mining technology was applied to the experiments, in which the effect of the reaction time, the molar ratio of acid to alcohol and the amount of catalyst on the conversion yield of acetic acid were studied. Under the optimal reaction conditions, the esterification rate of acetic acid was 97.9%.

    8. Syntheses, Structures and Thermal Stabilities of Three Novel Lanthanide Coordination Polymers with 6-Hydroxynicotinic Acid (pages 383–387)

      Zhenling Guo, Sanping Chen, Qi Yang and Shengli Gao

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090083

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      Three novel lanthanide coordination polymers {[Ce2(HOnic)4(Onic)2(H2O)2]·6H2O}n (1), {[Ln(HOnic)(Onic)(H2O)5·(HOnicH)]·H2O}n [HonicH=6-hydroxynicotinic acid, Ln=Nd (2), Pr (3)] have been synthesized and characterized by elemental analyses, IR spectrum and single crystal X-ray diffraction. In 1, the dinuclear structural units [Ce2(HOnic)4-(Onic)2(H2O)2] are linked into a 2D plane structure in three coordination modes of the ligand.

    9. Three Component Reaction: An Efficient Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and Thiones Using Heterogeneous Catalyst (pages 388–392)

      Vinod Tribhuvannathji Kamble, Dnyanoba Baburao Muley, Sandeep Tukaram Atkore and Sharad Digambarrao Dakore

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090084

    10. KHSO4 as an Efficient Catalytic System for the Regiospecific Nitration of Phenols with Metal Nitrates (pages 393–396)

      Bita Baghernejad, Hossein A. Oskooie, Majid M. Heravi and Yahia Sh. Beheshtiha

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090085

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      A simple, clean and environmentally benign route to regiospecific mononitration of phenols is described using KHSO4 as an efficient catalyst in very good yields.

    11. Fast and Efficient Nitration of Salicylic Acid and Some Other Aromatic Compounds over H3PO4/TiO2-ZrO2 Using Nitric Acid (pages 397–403)

      Roozbeh Javad Kalbasi, Ahmad Reza Massah, Farzad Zamani and Hamid Javaherian Naghash

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090086

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      TiO2-ZrO2 (1/1)-surf with Ti and Zr molar ratio of 1/1 was prepared with surfactant through a sol-gel method. The optimum experimental condition was investigated for nitration of salicylic acid. Then, a number of nitration reactions were carried out with a variety of aromatic compounds in the optimum condition. The 25 wt% H3PO4/TiO2-ZrO2 (1/1)-surf catalyst showed good selectivity and yield in a short time for the nitration of salicylic acid and some other aromatic compounds.

    12. Differential Kinetic Spectrophotometric Determination of Methamidophos and Fenitrothion in Water and Food Samples by Use of Chemometrics (pages 404–410)

      Na Deng, Yongnian Ni and Serge Kokot

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090087

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      A spectrophotometric method for simultaneous analysis of methamidophos and fenitrothion was proposed by application of chemometrics to the kinetic data, which was based upon the difference in the inhibitory effect of the two pesticides on acetylcholinesterase (AChE) and the use of 5,5′-dithiobis-(2-nitrobenzoic acid) (DTNB) as a chromogenic reagent for the thiocholine iodide (TChI) released from the acetylthiocholine iodide (ATChI) substrate. The absorbance of the chromogenic product was measured at 412 nm.

    13. Enhancement of Electrochemical Capacitance of Carbon Nanotubes by Polythionine Modification (pages 417–421)

      Ying Xu, Xiaoyan Zhang, Yanzhi Wang, Pingang He and Yuzhi Fang

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090089

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      Electroactive polythionine has been electropolymerized onto carbon nanotubes, and such prepared composite material exhibits both faradic capacitance and high double layer capacitance.

    14. First Reaction of a Chiral Gly-Ni(II) Complex in Water (pages 422–428)

      Guannan Liu, Yu Zhou, Xiao Ding, Jiang Wang, Hualiang Jiang and Hong Liu

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090090

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      A convenient and clean water-mediated reaction of Ni(II) complex with good yields and excellent diastereoselectivities was reported. The aqueous conditions employed in the present method will make it environmentally friendly and potentially useful for industrial applications.

    15. A Modified and Green Procedure for the Synthesis of β-Amido Ketones Using a Br?nsted-Acidic Ionic Liquid as Novel and Reusable Catalyst (pages 429–433)

      Abolghasem Davoodnia, Majid M. Heravi, Leila Rezaei-Daghigh and Niloofar Tavakoli-Hoseini

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090091

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      The present methodology offers several advantages such as simple procedure with an easy work-up, relatively short reaction time, and good to excellent yields.

    16. Synthesis of Novel Trispiroheterocycles through 1,3-Dipolar Cycloaddition of Azomethine Ylides and Nitrile Oxide (pages 434–438)

      Xiaofang Li, Xianyong Yu and Pinggui Yi

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090092

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      The 1,3-dipolar cycloaddition of an azomethine ylide to 1-benzyl-3,5-diarylmethylidene-piperidin-4-ones afforded novel di-spiro indolo/pyrrolidino/piperidines in moderate yields. Further cycloaddition of these di-spiro compounds to nitrile oxide afforded tri-spiro-indolo/pyrrolidino/piperadino/isoxazolines in moderate yields with high regio- and stereoselectivity.

    17. Highly Efficient and Regio-selective Glucosylation of 25(S) Ruscogenin by Gliocladium deliquescens NRRL1086 (pages 439–442)

      Naidong Chen, Jian Zhang, Jihua Liu and Boyang Yu

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090093

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      A method of direct, efficient and regioselective microbial glucosylation of 25(S) ruscogenin was disclosed by using Gliocladium deliquescens NRRL1086 under mild conditions.

    18. Ionic Liquid-coordinated Ytterbium(III) Sulfonate Catalyzed Michael Addition of Indoles to Electron-deficient Nitroolefins (pages 443–448)

      Wei Shen, Limin Wang, Jun Tang, Zhenhua Qian and Xiaofeng Tong

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090094

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      The Michael addition of indoles to electron-deficient nitroolefins was effectively catalyzed by an ionic liquid-coordinated ytterbium(III) sulfonate catalyst. The recycling procedure of the catalyst was very simple without extraction with water, and the catalyst was reused for five times without any loss of its catalytic activity. Furthermore, to demonstrate the application of this methodology, the Pictet-Spengler reaction was chosen and successfully carried out in the mixture of Br?nsted-acidic ionic liquid and [bmim]BF4.

    19. Stereoselective Cycloaddition of N-Acyliminium Ions with α,β-Unsaturated Ketones and Esters (pages 449–456)

      Lingfeng Qiao, Yuehua Zhou and Wei Zhang

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090095

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      The [4+2] reactions of N-acyliminium ions, produced from 2-aryl-3-hydroxy-2,3-dihydroisoindol-1-ones or 5-hydroxy-1-phenyl-2,5-dihydro/2,3,4,5-tetrahydropyrrol-2-ones in the presence of BF3·OEt2, with α,β-unsaturated ketones or esters were examined, and the dependence of these reactions on the substituents at double bonds was clarified. For β-aryl substituted α,β-unsaturated ketones and esters such as 4-aryl-3-buten-2-ones, chalcones and methyl cinnamate, the [4+2] reactions could proceed smoothly at room temperature to afford 6-acyl-5,6,6a,11-tetrahydroisoindolo[2,1-a]quinolin-11-ones and 4-acyl-1,3a,4,5-tetrahydropyrrolo[1,2-a]quinolin-1-ones or 4-acyl-1,2,3,3a,4,5-hexahy-dropyrrolo[1,2-a]quinolin-1-ones in moderate to high yields; while for simple α,β-unsaturated ketones and esters such as methyl crotonate and ethyl 3-methylbut-2-enoate, except mesityloxide, the [4+2] reactions were difficult to proceed. The cycloaddition reactions were highly stereoselective, and only one stereoisomer was produced in each reaction.

    20. Bimetallic Rare Earth Alkyl Complexes Bearing Bridged Amidinate Ligands: Synthesis and Activity for L-Lactide Polymerization (pages 457–462)

      Jianping Yang, Ping Xu and Yunjie Luo

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090096

      Alkane elimination reaction of Ln(CH2SiMe3)3(THF)2 with 0.5 equivalent of bridged- amidines H2L (1,4-R1[C{NR2}{NHR2}]2) afforded a series of bimetallic rare earth metal alkyl complexes (THF)(Me3SiCH2)2LnLLn(CH2SiMe3)2(THF). These neutral complexes showed activity towards L-lactide polymerization to give high molecular weight (Mn>104) and narrow molecular weight distribution (Mw/Mn≦1.40) polymers.

    21. Synthesis, Spectral and Thermal Analyses of Novel Bi- and Polyhomonuclear Complexes of Pyrimidine Bisazo-dianil Derivatives (pages 463–470)

      Nadia El-Wakiel, Abdalla Khedr and Ramadan Mansour

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090097

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      The synthesis and characterization of seven new bi- and polyhomonuclear transition metal complexes with three polyhydroxlated bisazodianil ligands were described. The data of elemental and thermal analyses, molar conductance measurement, IR, electronic and ESR spectra as well as magnetic moment measurements support the formation of [L1Co7Cl6(H2O)10]·22H2O (1), [H2L2Mn6Cl6(H2O)8]·3H2O·2EtOH (3), [L2Co8Cl8- (H2O)12]·24H2O (4), [H4L3Co2Cl2(H2O)2]·8H2O·2EtOH (6) with a tetrahedral geometry and [H2L1Ni5Cl4(H2O)16]·19H2O·EtOH (2), [L2Ni8Cl8(H2O)28]·8H2O·EtOH (5) with an octahedral geometry while [H6L3Cu3(H2O)7]Cl3·10H2O (7) has a distorted tetrahedral arrangement. The activation thermo-kinetic parameters for the thermal decomposition steps of the complexes E*, ΔH*, ΔS*, and ΔG* were calculated.

    22. Rhombic Polyaniline Microsheets Constituted of Nanoparticles: Synthesis and Application to the Detection of Dopamine (pages 471–474)

      Xiuhua Wang, Mingwang Shao, Li Liu and Guang Shao

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090098

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      Rhombic polyaniline microsheets constituted of nanoparticles with the average diameter of 130 nm were synthesized. A glassy carbon electrode modified with rhombic polyaniline microsheets was fabricated and employed to detect dopamine via cyclic voltammetry. A series of well-defined peaks were obtained owning to its good sensitivity.

    23. Design, Synthesis and Insecticidal Activities of Novel N-Oxalyl Derivatives of Neonicotinoid Compound (pages 475–479)

      Yu Zhao, Gang Wang, Yongqiang Li, Suhua Wang and Zhengming Li

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090099

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      Ten novel neonicotinoid derivatives containing N-oxalyl groups were designed, synthesized, and structurally characterized by 1H NMR, MS, IR, elemental analysis and single crystal X-ray diffraction analysis. And their insecticidal activities of the new compounds were evaluated.

  2. Notes

    1. Top of page
    2. Full Papers
    3. Notes
    1. FeCl3: Highly Efficient Catalyst for Synthesis of α-Amino Nitriles (pages 480–482)

      Majid M. Heravi, Mojgan Ebrahimzadeh, Hossein A. Oskooie and Bita Baghernejad

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090100

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      The three-component Strecker reaction using trimethylsilyle cyanide was performed in very short reaction time and α-aminonitriles were prepared in good yields in the presence of a catalytic amount of FeCl3.

    2. Synthesis of 1,4-Dihydropyridines Using Ce(SO4)2-SiO2 as Catalyst under Solvent-free Conditions (pages 483–486)

      Wen Pei, Qin Wang, Xiaonian Li and Li Sun

      Version of Record online: 31 MAR 2010 | DOI: 10.1002/cjoc.201090101

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      A facile and efficient one-pot synthesis of 1,4-dihydropyridines from aldehyde, 1,3-dicarbonyl compounds and ammonium acetate in the presence of Ce(SO4)2-SiO2 at 80°C under solvent-free conditions is described. Compared with the classical Hantzsch reaction, this novel method consistently has the advantages of excellent yields and short reaction time.