Experimental and computational studies on copper(II) Schiff base complex derived from 4-acetyl-3-methyl-1-phenyl-2-pyrazolin-5-one

被引：4
|
作者：
Esfahani, Maryam Hasanzadeh [1 ,2 ]
Fallah, Nasrin [3 ]
Iranmanesh, Hasti E. [3 ]
Beves, Jonathan E.
Behzad, Mahdi [1 ]
机构：
[1] Semnan Univ, Fac Chem, Semnan 19111, Iran
[2] Islamic Azad Univ, Dept Chem, Sci & Res Branch, Tehran, Iran
[3] UNSW Sydney, Sch Chem, Sydney, Australia
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2022年 / 1257卷
关键词：
DFT; Hirshfeld surface analysis; Pyrazolone; Schiff base; INTERMOLECULAR INTERACTIONS; TAUTOMERISM; DERIVATIVES; POLYMERS; LIGANDS;
D O I：
10.1016/j.molstruc.2022.132626
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A new tetradentate N2O2 type Schiff-base ligand (H2L) was synthesized from the condensation of 4acetyl-3-methyl-1-phenyl-2-pyrazoline-5-one with 2,2-dimethyl-1,3-propanediamine. The corresponding Cu(II) complex (CuL) was also synthesized. The ligand and the complex were characterized by FTIR and UV-Vis spectroscopy and elemental analysis. H-1-and C-13 NMR spectra of the ligand and X-ray crystal structure of the complex were obtained. The main non-covalent intermolecular interactions were studied by Hirshfeld surface analysis and finger print plots. Due to the different structural possibility including imine-one, amine-ol, and amine-one forms for H2L compound, their conformational and geometrical aspects were investigated computationally by DFT/ M06-2X-6-311 + G(d,p) methods. The computational results suggested that the amine-one is the most favorable tautomeric form.(C) 2022 Elsevier B.V. All rights reserved.
引用
收藏
页数：9
相关论文
共 50 条
  • [21] Synthesis and reactions of 3-methyl-1-phenyl-4(3-phenyl-2-thiazolin-4-on-2-yl) pyrazolin-5-one
    Atta, AH
    REVUE ROUMAINE DE CHIMIE, 2004, 49 (01) : 61 - 64
  • [22] Crystal structures and theoretical calculations of two peculiar compounds derived from 4-benzoyl-3-methyl-1-phenyl-2-pyrazolin-5-one
    Yan, Xingchen
    Wu, Xiaojing
    Xu, Jiakun
    Fan, Yuhua
    Bi, Caifeng
    Zhang, Xia
    Zhang, Zhongyu
    JOURNAL OF MOLECULAR STRUCTURE, 2014, 1074 : 609 - 616
  • [23] Synthesis and Characterization of Copper(II) Complexes of an Azo Dye Derived from 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
    Kumar, V. G. Viju
    Rajan, Nidhy Mary
    LIGHT AND ITS INTERACTIONS WITH MATTER, 2014, 1620 : 627 - 632
  • [24] CHROMIUM(III), MANGANESE(II), IRON(III), COBALT(III), NICKEL(II) AND COPPER(II) COMPLEXES WITH 4-BENZOYLTHIOSEMICARBAZONE-3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE
    RANA, AK
    SHAH, JR
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 1982, 21 (09): : 929 - 931
  • [25] Copper(II) complexes with ligands derived from 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one: Synthesis and biological activity
    Rosu, Tudor
    Pasculescu, Simona
    Lazar, Veronica
    Chifiriuc, Carmen
    Cernat, Raluca
    MOLECULES, 2006, 11 (11): : 904 - 914
  • [26] Synthesis, characterization and antitumor activity of polymeric copper(II) complexes with thiosemicarbazones of 3-methyl-5-oxo-1-phenyl-3-pyrazolin-4-carboxaldehyde and 5-oxo-3-phenyl-3-pyrazolin-4-carboxaldehyde
    Leovac, Vukadin M.
    Bogdanovic, Goran A.
    Jovanovic, Ljiljana S.
    Joksovic, Ljubinka
    Markovic, Violeta
    Joksovic, Milan D.
    Dencic, Sonja Misirlic
    Isakovic, Andelka
    Markovic, Ivanka
    Heinemann, Frank W.
    Trifunovic, Srecko
    Dalovic, Ivica
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2011, 105 (11) : 1413 - 1421
  • [27] Synthesis, magnetic and spectral studies of some novel binuclear dioxomolybdenum(VI) chelates involving Schiff bases derived from sulpha drugs and 4-benzoyl-3-methyl-1-phenyl-2-pyrazolin-5-one
    Maurya, RC
    Pandey, A
    Sutradhar, D
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2004, 43 (04): : 763 - 768
  • [28] 4-[(N-BENZYLOXYCARBONYLVALYL)OXYIMINO]-3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE
    BERTOLASI, V
    GILLI, G
    SACERDOTI, M
    GUARNERI, M
    ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1978, 34 (SEP): : 2870 - 2872
  • [29] SYNTHESIS AND CHARACTERIZATION OF SOME RUTHENIUM(II) SCHIFF-BASE COMPLEXES DERIVED FROM 1-PHENYL-3-METHYL-4-BENZOYL-5-PYRAZOLONE
    MAURYA, RC
    MISHRA, DD
    RAO, NS
    RAO, NN
    POLYHEDRON, 1992, 11 (22) : 2837 - 2840
  • [30] COMPLEXES OF 4-FORMYLOXIME-3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE WITH OXOVANADIUM(IV), CHROMIUM(III), MANGANESE(II), COBALT(II), NICKEL(II), COPPER(II) AND ZINC(II)
    PATEL, YM
    SHAH, JR
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 1985, 24 (09): : 800 - 802
12345