Chinese Journal of Chemistry

Cover image for Chinese Journal of Chemistry

August, 2011

Volume 29, Issue 8

Pages 1551–1774

  1. Contents

    1. Top of page
    2. Contents
    3. Full Papers
    4. Book Review
  2. Full Papers

    1. Top of page
    2. Contents
    3. Full Papers
    4. Book Review
    1. Robust CoAl Alloy: Highly Active, Reusable and Green Catalyst in the Hydrogenolysis of Glycerol (pages 1563–15662)

      Xiaoyang Guo, Anyuan Yin, Xiaodong Guo, Xiuying Guo, Weilin Dai and Kangnian Fan

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180281

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      Using CoAl alloy as catalyst, biomass-derived glycerol can be converted to 1,2-propanediol and ethylene glycol under mild reactions. A smart device used in the experment facilitating liquid products self-separated from the solid catalyst.

    2. Molecular Modeling of the Three-Dimensional Structure of Human Sphingomyelin Synthase (pages 1567–1575)

      Ya Zhang, Fu Lin, Xiaodong Deng, Renxiao Wang and Deyong Ye

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180282

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      Sphingomyelin synthase (SMS) has been noticed in recent years as a potential drug target. We have combined homolgy modeling, molecular docking and molecular dynamics simulation to derive a three-dimensional structural model of human sphingomyelin synthase 1 (hSMS1) in complex with sphingomyelin. This model can explain the possible catalytic mechanism of hSMS1, the high selectivity of hSMS1 towards phosphocholine and sphingomyelin as well as some other known experimental results. This model provides a reasonable structural basis for the discovery of novel small-molecule inhibitors of hSMS1 in the future.

    3. Thermal Behaviors of 2-(Dinitromethylene)-1,3-diazacycloheptane (DNDH) (pages 1576–1582)

      Lei Lü, Kangzhen Xu, Gang Wang, Jinan Luo, Jirong Song, Bozhou Wang and Fengqi Zhao

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180283

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      DNDH has no melting point, and its thermal behavior has only one intensely exothermic decomposition process. The peak temperature and decomposition enthalpy are 262.92°C and 1821.2 J·g−1at the heating rate of 5.0°C·min−1. The kinetic equation of the exothermic decomposition reaction is: dα/dT=1033.88×3α2/3exp(−3.353×105/RT)/β.

    4. Oxygen Evolution in Overcharged LixNi1/3Co1/3Mn1/3O2 Electrode and Its Thermal Analysis Kinetics (pages 1583–1588)

      Haiyan Wang, Aidong Tang and Kelong Huang

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180284

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      In the case of the second step oxygen evolution, the experiment results and their linear fitting of ln(βi/Tpi2)−1/Tpi and lnβi−1/Tpi based on Kissinger's and Ozawa's methods are shown. As can be seen, the least squares coefficients of the two methods are 0.9965 and 0.9993. The activat ion energies are calculated as 157.38 and 158.88 kJ·mol−1 according to Kissinger's and Ozawa's methods, respectively, with the average value of 158.13 kJ·mol−1. Meanwhile, the Arrhenius pre-exponential factor (A) is also calculated by Kissinger's method as 6.46×1013s−1.

    5. Vapor-Liquid Phase Equilibria for Carbon Dioxide+Isopentanol Binary System at Elevated Pressure (pages 1589–1594)

      Lin Wang, Fengpu Cao, Shanshan Liu and Hao Yang

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180285

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      The phase equilibria data of isopentanol in supercritical carbon dioxide were measured at temperatures of 313.2, 323.1, 333.5 and 343.4 K. The experimental results showed that the solubility of CO2 in isopentanol increases with the increasing pressure.

    6. A Better Understanding of the Formation of Silica Nanococoons (pages 1595–1600)

      Zhen Xu, Huanyu Zhao, Zhuojun Yan, Sibing Wang, Yuanli Chen, Baozong Li, Yi Li and Yonggang Yang

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180286

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      Hollow silica shells with organized pore channels parallel to the shell surface were prepared through a single-templating method using the self-assemblies of a chiral low-molecular-weight amphiphile,L-18Phe6PyBr, as templates under a dilute concentration. These nanococoons were characterized using X-ray diffractometer and N2 sorption.

    7. Determination of Melamine in Dairy Products and Melamine Tableware by Inhibition Electrochemiluminescent Method (pages 1601–1605)

      Wei Jing, Shuiyuan Lü, Xiaojing Li, Xiaofen Jiang, Minshi Chen, Ming Liang, Xi Tang, Caiming Xu and Jinquan Chen

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180287

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      An electrochemiluminescent (ECL) method has been developed for the determination of melamine based on the inhibition of luminol ECL. There has a significant luminol ECL signal at 1.47 V, and the present of melamine can inhibit this ECL greatly.

    8. Hydrothermal Syntheses and Crystal Structures of Two Layered Nickel(II) Coordination Polymers Based on 1,2,3-Benzenetricarboxylic Acid (pages 1606–1612)

      Jing Wang, Min Xu, Lingying Song and Zhaoqing Liu

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180288

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      Two nickel(II) coordination polymers [Ni2(1,2,3-btc)(OAc)(4,4′-bpy)2(H2O)]·2H2O (1) and [Ni(ip)(bpa)] (2) were successfully synthesized under different basic hydrothermal conditions. Both complexes are 2-D coordination network based on 1-D Ni-carboxylate chains, which are bridged by μ3-bridging 1,2,3-btc or ip ligandin-situ formed from 1,2,3-H3btc.

    9. Cobalt(III) Complex [CoL3] Derived from an Asymmetric Bidentate Schiff Base Ligand L (L=(5-Bromo-2-hydroxybenzyl-2-furylmethyl)-imine): Synthesis, Characterization and Crystal Structure (pages 1613–1616)

      Aliakbar D. Khalaji, Sepideh Maghsodlou Rad, Gholamhossein Grivani, Morteza Rezaei, Kazuma Gotoh and Hiroyuki Ishida

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180289

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      Cobalt(III) complex [CoL3], where L=(5-bromo-2-hydroxybenzyl-2-furylmethyl)imine, has been synthesized by reacting cobalt(II) nitrate with L. The complex has been characterized by elemental analysis and FT-IR spectroscopy. The crystal structure of [CoL3] was determined by X-ray crystallography from single crystal data. Thermal decomposition of [CoL3] was studied by thermogravimetry in order to evaluate its thermal stability and thermal decomposition pathways.

    10. Eco-friendly and Efficient Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones (pages 1617–1623)

      Ghashang Majid, Azizi Kobra, Moulavi-Pordanjani Hamed and Shaterian Hamid Reza

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180290

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      A simple and facile method for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones through the direct cyclocondensation of one-pot three-component cyclocondensation of isatoic anhydride, ammonium acetate (or primary amines) and aldehydes; and anthranilamide and aldehydes using silica supported ferric chloride (SiO2-FeCl3) as catalyst under solvent-free conditions is described.

    11. MgO Nanoparticles as a Recyclable Heterogeneous Catalyst for the Synthesis of Polyhydroquinoline Derivatives under Solvent Free Conditions (pages 1624–1628)

      Reza Ranjbar-Karimi, Somayeh Hashemi-Uderji and Alireza Bazmandegan-Shamili

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180291

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      Magnesium oxide nanopartticels in average size between 35–120 nm were prepared by sonochemistry method. Synthesis of polyhydroquinoline derivatives using MgO nanoparticles from the reaction of dimedone, benzaldehyde, ethyl acetoacetate and ammonium acetate under solvent-free conditions is reported.

    12. MCM-41-Supported Bidentate Phosphine Rhodium Complex: An Efficient and Recyclable Heterogeneous Catalyst for the Hydrosilylation of Olefins (pages 1629–1634)

      Ronghua Hu, Wenyan Hao and Mingzhong Cai

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180292

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      MCM-41-supported bidentate phosphine rhodium complex is a highly efficient catalyst for the hydrosilylation of olefins with triethoxysilane and can be recovered and recycled by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decreases in activity.

    13. Efficient Multi-component Synthesis of Highly Substituted Imidazoles Utilizing P2O5/SiO2 as a Reusable Catalyst (pages 1635–1645)

      Hamid Reza Shaterian, Mohammad Ranjbar and Kobra Azizi

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180293

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      Phosphorus pentoxide supported on silica gel (P2O5/SiO2) has been used as an efficient and reusable catalyst for the one-pot pseudo four-component synthesis of 2,4,5-trisubstituted imidazoles from benzil or benzoin, aldehydes, and ammonium acetate. It was also used for four-component preparation of 1,2,4,5-tetrasubstituted imidazoles from benzil or benzoin, aldehydes, primary amine, and ammonium acetate under thermal solvent-free conditions.

    14. Molecular Iodine Promoted Synthesis of New Pyrido[2,3-d]pyrimidin-4-ols (pages 1646–1650)

      Xicun Wang, Junling Liang, Zhengjun Quan and Lin Bai

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180294

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      A highly ef?cient synthesis of novel pyrido[2,3-d]pyrimidin-4-ols was developed via an iodine-catalyzed tandem oxidative cyclization under focused microwave irradiation. Pyrido[2,3-d]pyrimidin-4-ols were obtained from easily available 2-amino-4-aryl-6-arylnicotinamides and benzylic amines with good to excellent yields.

    15. Synthesis and Insecticidal Evaluation of Novel N-Pyridylpyrazolecarboxamides Containing Different Substituents in the ortho-Position (pages 1651–1655)

      Qi Feng, Guanping Yu, Lixia Xiong, Mingzhong Wang and Zhengming Li

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180295

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      In order to look for novel insecticides containing N-pyridylpyrazole, ten novel pyrazolecarboxamides containing different ortho-substituents in the aniline part were synthesized, and their structures were characterized by1H NMR, 13C NMR and HRMS. The single crystal structure of10bwas determined by X-ray diffraction. Their evaluated insecticidal activity against oriental armyworm (Mythimna separata) indicated that all the compounds exhibited moderate insecticidal activities.

    16. Synthesis, Crystal Structure and Thermal Behavior of GZTO·H2O (pages 1672–1676)

      Yitang Zhong, Jie Huang, Jirong Song, Kang Xu, Dan Zhao, Liqin Wang and Xinyu Zhang

      Version of Record online: 4 JUL 2011 | DOI: 10.1002/cjoc.201180243

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      A new compound guanidimium-4,4- azo-1-hydro-1,2,4-triazol-5-one (GZTO· H2O) was synthesized. The single crystal of the title compound was obtained by slow evaporation method at room temperature, and its structure was firstly determined with X-ray single-crystal diffractometer.

    17. Synthesis, Characterization and Photochromic Properties of Novel Naphthopyrans with Hydrazone Unit Residue (pages 1677–1684)

      Meili Pang, Hongbo Cheng, Yanxia Niu, Qiaoju Hu, Jie Han and Jiben Meng

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180300

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      A series of the new compounds (8a8m) bearing both naphthopyran and hydrazone units were designed and synthesized. Their photochromic properties were investigated in tetrahydrofuran solution, in solid state, and in PVB film. Results show that all of the new compounds 8a8m have good and unique photochromic properties.

    18. A Carbon Material as a Strong Protonic Acid for Efficient Synthesis of 4(3H)-Quinazolinones (pages 1685–1688)

      Niloofar Tavakoli-Hoseini and Abolghasem Davoodnia

      Version of Record online: 4 JUL 2011 | DOI: 10.1002/cjoc.201180242

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      Carbon-based solid acid catalyst has been applied to catalyzing the synthesis of 4(3H)-quinazolinones from the reaction of 2-aminobenzamide with aroyl chlorides. The results showed that the catalyst was very efficient with the average yield over 85%. This carbon material with strong protonic acid sites as heterogeneous catalyst has some advantages such as high activity, strikingly simple work-up procedure, non-pollution, and reusability, which will contribute to the green process greatly.

    19. (+)-Tartaric Acid-Catalyzed High Regio- and Stereoselective Aminobromination of Olefins (pages 1689–1696)

      Zhanguo Chen, Junfa Wei, Wenli Li, Yun Wang, Pengfei Zhao and Xianying Shi

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180302

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      (+)-Tartaric acid-catalyzed aminobromination of α,β-unsaturated ketones, α,β-unsaturated esters and simple olefins utilizing TsNH2/NBS as the nitrogen/halogen source at room temperature has been developed. Among the α,β-unsaturated carbonly compounds, the high regioselective isomers of α-bromo-β-amino products (c) have been obtained when 4-position of benzene ring bears OCH3group. On the contrary, the other α,β-unsaturated carbonyl compounds afforded corresponding α-amino β-bromo isomers (b).

    20. Synthesis of Novel 1,4-Bissulfonamide Ligands for Enantioselective Addition of Diethylzinc to Aldehydes (pages 1697–1702)

      Minghua Yang, Jiangtao Sun and Chengjian Zhu

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180303

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      Several novel chiral sulfonamide ligands derived from (1R,2S,4R,5S)-1,4-diamino-2,5-dimethylcyclohexane were synthesized and also applied to the enantio-selective addition of diethylzinc to aldehydes affording the corresponding alcohols in up to 88% ee.

    21. Cyclopalladated Ferrocenylimine Catalyzed Chlorination of 2-Arylbenzoxazoles (pages 1703–1708)

      Yuting Leng, Fan Yang, Yangjie Wu and Ke Li

      Version of Record online: 4 JUL 2011 | DOI: 10.1002/cjoc.201180245

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      An efficient and facile protocol for palladacycle-catalyzed chlorination of 2-arylbenzoxazoles was developed, which was not a ligand-directed ortho-C[BOND]H activation, but an electrophilic substitution process. The regiochemistry of the chlorination had been confirmed by HMBC spectral analysis.

    22. New Synthetic Route of Two Active Isomeric Metabolites of Erlotinib and Their Bioactivity Studies against Several Tumor Cell Lines (pages 1709–1714)

      Hanqing Li, Mengyao Li, Zaiquan Li, Liang Li, Shanshan Bi, Chenhui Deng, Rui Chen, Tianyan Zhou and Wei Lu

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180305

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      The synthesis and differential antiproliferative activity of two active isomeric metabolites of erlotinib were investigated. New intermediates and final compounds were identified by 1H NMR, 13C NMR and ESI-TOF MS, and their purities were determined by high performance liquid chromatography.

    23. A New Pyridoxal Derivative for Transamination of N-Terminus of Proteins (pages 1715–1720)

      Meijuan Zhang, Xuemei Zhang, Juan Li, Qingxiang Guo and Qin Xiao

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180306

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      A mild and efficiently transamination was developed with pyridoxal-5-phosphate (PLP) derivative FHMDP for the modifications of the N-terminus of proteins. The yields of the transamination of different peptides with three most hindered amino acid residues (Leu, Ile, Val) as their N-terminus was screened with the new compound.

    24. In(OTf)3-Catalyzed Synthesis of Functionalized 1,5-Benzodiazepines from o-Phenylenediamine and Alkyl Propiolates under Solvent-Free Reaction Conditions (pages 1721–1726)

      Haisheng Wu, Jin Yang and Lei Wang

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180307

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      A simple, environmental-friendly, and practical method for the synthesis of benzodiazepine derivatives through a reaction of substituted o-phenylenediamines with alkyl propiolates has been developed. The reactions generated the 1,5-benzodiazepines in good to excellent yields in the presence of catalytic amount of In(OTf)3 under solvent-free reaction conditions.

    25. One-pot Combinatorial Synthesis of Benzo[4,5]imidazo-[1,2-a]thiopyrano[3,4-d]pyrimidin-4(3H)-one Derivatives (pages 1727–1731)

      Shide Shen, Honghong Zhang, Weihua Yang, Chenxia Yu and Changsheng Yao

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180308

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      A series of novel fused tetracyclic benzo[4,5]imidazo[1,2-a]thiopyrano[3,4-d]pyrimidin-4(3H)-one derivatives were synthesized via the reaction of aryl aldehyde, 2H-thiopyran-3,5(4H,6H)-dione, and 1H-benzo[d]imidazol-2-amine in glacial acetic acid. This protocol features mild reaction conditions, high yields and short reaction time.

    26. Synthesis, Crystal Structure and Hydrolysis of a Novel Anhydrogalactosucrose: 2′-Methoxyl-O-1′,4′:3′,6′-dianhydro-β-D-fructofuranosyl 3,6-anhydro-4-chloro-4-deoxy-α-D-galactopyranoside (pages 1732–1738)

      Jingyu Zhang, Xuehui Hou and Hongmin Liu

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180309

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      A novel anhydrogalactosucrose derivative 2′-methoxyl-O-1′,4′:3′,6′-dianhydro-β-D-fructofuranosyl 3,6-anhydro-4-chloro-4-deoxy-α-D-galactopyranoside (4) was prepared from 3,6:1′,4′:3′,6′-trianhydro-4-chloro-4-deoxy-galactosucrose (3) via a facile method and characterized by 1H NMR, 13C NMR and 2D NMR spectra. Its stability was investigated by acid hydrolysis reaction treated with sulfuric acid, together with the formation of 1,6-di-O-methoxy-4-chloro-4-deoxy-β-D-galactopyranose (5) and 2,2-di-C-methoxy-1,4:3,6-dianhydromannitol (6).

    27. Expeditious and Efficient Synthesis of Benzoxazoles, Benzothiazoles, Benzimidazoles Catalyzed by Ga(OTf)3 under Solvent-Free Conditions (pages 1739–1744)

      Juyan Liu, Qian Liu, Wei Xu and Weilu Wang

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180310

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      A straightforward synthesis of benzoxazole, benzothiazole, benzimidazole derivatives using Ga(OTf)3 as the catalyst has been accomplished under solvent-free conditions. Compared to known protocols, this new method provides an easy accesss to various benzoxazoles, benzothiazoles, benzimidazoles in moderate to excellent yields with short reaction times.

    28. Synthesis ofN1-3-{(4-Substituted aryl-3-chloro-2-oxo-azetidine)-iminocarbamyl}-propyl-6-nitroindazole Derivatives and Their Biological Significance (pages 1745–1752)

      Pushkal Samadhiya, Ritu Sharma, Santosh K. Srivastava and Savitri D. Srivastava

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180311

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      Synthesis ofN1-3-{(4-substitute daryl-3-chloro-2-oxo-azetidine)-iminocarbamyl}-propyl-6-nitroindazole 4a4s was conducted by a conventional method. All the compounds were synthesized and characterized by IR, 1H NMR, 13C NMR, FAB-Mass techniques and chemical methods. All the final synthesized compounds were evaluated for their antimicrobial activity and antitubercular activity with MIC values against some selected microorganisms.

    29. Preparation of Imprinted PVB/β-CD Nanofiber by Electrospinning Technique and Its Selective Binding Abilities for Naringin (pages 1753–1758)

      Xiuling Ma, Zhen Chen, Xiao Chen, Riyao Chen and Xi Zheng

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180312

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      A novel molecularly imprinted composite nanofiber was prepared by a simple electrospinning technique, in which polyvinylbutyral (PVB) was chosen as matrix, β-cyclodextrin (β-CD) was used as a functional monomer and Naringin (NG) as template molecules. After crosslinking and elution, the imprinted PVB/β-CD composite nanofiber displays selective recognition capability for the NG templates.

    30. Extraction and Determination of Quercetin and Myricetin from Chamaecyparis obtusa by Ionic Liquids-based Monolithic Cartridge (pages 1759–1763)

      Tao Zhu, Wentao Bi and Kyungho Row

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180280

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      A short ionic liquids (ILs)-based monolithic cartridge was prepared and used as the selective extraction sorbent. After the material was evaluated by field emission-scanning electron microscopy (FE-SEM), a new approach for the extraction and determination of quercetin and myricetin from Chamaecyparis obtusa (C.obtusa) by using ILs-based, monolithic cartridge system was developed. A good linear relationship was demonstrated when the concentrations of quercetin and myricetin were in the range of 0.5–100.0 µg·mL−1. The recoveries ranged from 101.6% to 104.6% and the inter- and intra-day relative standard deviations (RSD) were less than 5.0%. This method effectively removed the impurities and avoided tedious pretreatment.

    31. Determination of Amantadine Residue in Honey by Solid-phase Extraction and High-performance Liquid Chromatography with Pre-column Derivatization and Fluorometric Detection (pages 1764–1768)

      Jinzhen Zhang, Jing Zhao, Jinhui Zhou, Xiaofeng Xue, Yi Li, Liming Wu and Fang Chen

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180313

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      The chromatographic separation was performed on an XDB C18 column (150×4.6 mm i.d.) using 0.1% trifluoroacetic acid/acetonitrile (35:65,V/V) as the mobile phase at a flow rate of 1.0 mL·min−1 with a run time of 20 min. Under these optimal conditions, the retention times for the AMA and IS derivatives were around 9.5 min and 18.1 min, respectively.

    32. Resonance Scattering Detection of Trace Hg2+ Using Aptamer-modified AuPd Nanoalloy Probe as Catalyst (pages 1769–1773)

      Qingye Liu, Yanyan Fan, Aihui Liang and Zhiliang Jiang

      Version of Record online: 24 AUG 2011 | DOI: 10.1002/cjoc.201180314

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      The AuPd nanoalloy was modified by the aptamer to prepare an AptAuPd probe for RS detection of Hg2+. Based on the aptamer reaction and probe catalytic reaction, a nanocatalytic RS assay was proposed to determine 0.5–1250 nmol/L Hg2+.

  3. Book Review

    1. Top of page
    2. Contents
    3. Full Papers
    4. Book Review