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

页数：9

共 50 条

[31] AZOMETHINE DYES FROM 4-(ALPHA-CYANOETHYLIDENE)-3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE
HENNIG, L
BENDLER, D
ZEITSCHRIFT FUR CHEMIE, 1989, 29 (05): : 168 - 169
[32] Synthesis, Characterization and Chelating Properties of 4-Butyrylsemicarbazone-1-phenyl-3-methyl-2-pyrazolin-5-one
Patel, J. D.
Shah, P. J.
E-JOURNAL OF CHEMISTRY, 2010, 7 (02) : 357 - 362
[33] Potentiometric and Thermodynamic Studies of 4-Sulfamethazineazo-3-methyl-1-phenyl-2- pyrazolin-5-one and Its Metal Complexes
Ahmed T. Mubarak
Journal of Solution Chemistry, 2004, 33 : 1041 - 1048
[34] Synthesis, characterization and antibacterial activity of some new complexes of Cu(II), Ni(II), VO(II), Mn(II) with Schiff base derived from 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
Rosu, Tudor
Pahontu, Elena
Maxim, Catalin
Georgescu, Rodica
Stanica, Nicolae
Almajan, Gabriela Laura
Gulea, Aurelian
POLYHEDRON, 2010, 29 (02) : 757 - 766
[35] Role of pH on the formation of the coordination compounds with the Schiff base derived from 3-formylsalicylic acid and 4-amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
Kumar, D.
Syamal, A.
Gupta, Anju
Rani, Mukesh
Gupta, P. K.
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2010, 87 (10) : 1185 - 1197
[36] Synthesis and structural characterization of some Schiff bases derived from 4-[{(aryl)imino}ethyl]-3-methyl-1-(4 ′-methylphenyl)-2-pyrazolin-5-one and spectroscopic studies of their Cu(II) complexes
Jadeja, RN
Shah, JR
Suresh, E
Paul, P
POLYHEDRON, 2004, 23 (16) : 2465 - 2474
[37] Theoretical and experimental study of triphenylphosphonium Schiff base of 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole
Borodkin, Sergey A.
Popov, Leonid D.
Tsaturyan, Arshak A.
Milenkovic, Milica R.
Shcherbakov, Igor N.
Lukov, Vladimir V.
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2018, 193 (06) : 375 - 381
[38] SYNTHESIS OF SOME NEW 5-(2-HYDROXYPHENYL)-3-METHYL-4-(1-ACETYL-5-ARYL-2-PYRAZOLIN-3-YL)PYRAZOLES AND 1-PHENYL-5-(2-HYDROXYPHENYL)-3-METHYL-4-(1-PHENYL-5-ARYL-2-PYRAZOLIN-3-YL)PYRAZOLES
SARAF, BD
WADODKAR, KN
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1993, 70 (07) : 643 - 644
[39] Synthesis and Spectral Studies of Novel Dioxomolybdenum(VI) Heterochelates Involving Some Schiff Bases Derived from 4-Acetyl-3-methyl-1-phenyl-2-pyrazol in-5$ MIN@one
Maurya, R. C.
Mishra, D. D.
Jayaswal, M. N.
Kovil, S.
Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 27 (01):
[40] CONDENSATION REACTIONS OF 3-METHYL-1-PHENYL-2-PYRAZOLIN-5-ONE AND ITS DERIVATIVES
MUSTAFA, A
FLEIFEL, AM
ALI, MI
HASSAN, NM
ANNALEN DER CHEMIE-JUSTUS LIEBIG, 1970, 739 : 75 - &

← 1 2 3 4 5 →