Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (08): 1217-1222. Previous Articles     Next Articles

Original Articles

1-苯基-3-甲基-4-萘乙酰基-吡唑啉酮-5 (PMNAP)缩2-氨基苯并咪唑(2-AB)席夫碱及其过渡金属配合物的合成、光谱表征与质谱鉴定

俞志刚*,a ; 刘 波a; 姜兆华b   

  1. (a哈尔滨理工大学化学与环境工程学院 哈尔滨 150040)
    (b哈尔滨工业大学化工学院 哈尔滨 150001)
  • 收稿日期:2008-09-20 修回日期:2008-12-28 发布日期:2009-08-30
  • 通讯作者: 俞志刚

Synthesis, Characterization by Spectra and Identification by HPLC- MS of Schiff Base Derived from 1-Phenyl-3-methyl-4-naphthyl- aceto-4,5-dihydropyrazol-5-one (PMNAP) and 2-Aminobenz- imidazole (2-AB) and Its Transitional Metal Complexes

Yu, Zhigang*,a; Liu, Boa; Jiang, Zhaohuab   

  1. (a School of Chemistry and Environmental Engineering, Harbin University of Science and Technology, Harbin 150040) (b School of Chemical Engineering and Technology, Harbin Institute of Technology, Harbin 150001)
  • Received:2008-09-20 Revised:2008-12-28 Published:2009-08-30
  • Contact: Yu, Zhigang

A novel Schiff base (H2L) derived from 1-phenyl-3-methyl-4-naphthylaceto-4,5-dihydropyra- zol-5-one (PMNAP) and 2-aminobenzimidazole (2-AB), and its copper, lead, nickel and cobalt complexes have been synthesized in the nonaqueous solvent. The formula of the four complexes was confirmed to be ML•H2O based on the elemental analysis, complexometric titration and mass spectral data. Their molecular structures were characterized by IR, UV, TG and 1H NMR. Moreover, an analytical method of the synthetic system of complexes by HPLC-MS was developed and three coexisting isomers of the ligand and its complexes and their corresponding MS data were observed on line. The integrated analytical results show that the novel ligand coexists in ketoform and enolform structures under the measuring conditions, the ketoform structure may change into the enolform structure during the coordination and bonds with the central ion by two O atoms of the enolized hydroxyl group of pyrazolone ring and H2O and the N atom of the imine group and the N atom containing H of benzimidazole ring by losing the proton. And the coordination number of these complexes is four.

Key words: HPLC-MS, synthesis, transitional metal complex, characterizati, Schiff base