UV-vis, IR and 1H NMR spectroscopic studies of some Schiff bases derivatives of 4-aminoantipyrine

被引:140
作者
Issa, RM [1 ]
Khedr, AA [1 ]
Rizk, HF [1 ]
机构
[1] Tanta Univ, Fac Sci, Dept Chem, Tanta, Egypt
关键词
4-aminoantipyrine; Schiff bases; spectral studies; metal chelates;
D O I
10.1016/j.saa.2005.01.026
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
Five Schiff bases derived from 4-aminoantipyrine and benzaldehyde derivatives (1) are prepared and their UV-vis, IR, H-1 NMR and fluorescence spectra are investigated and discussed. The electronic absorption spectra of the hydroxy 4-aminoantipyrine Schiff bases Ib and Ie as well as the fluorescence spectra of le are studied in the organic solvents of different polarity. The UV-vis absorption spectra of 4-aminoantipyrine Schiff bases Ib, Id and Ie are investigated in aqueous buffer solutions of varying pH and utilized for the determination of pK(a) and Delta G of the ionization process. The reactions of the hydroxy compounds Ib and Ie with Ni(II) and Cu(II) ions are also studied. The results of spectral studies are supported by some molecular orbital calculations using an atom superposition and electron delocalization molecular orbital theory for a compound Ib. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:621 / 629
页数:9
相关论文
共 55 条
[1]   EFFECT OF PROTONATION ON THE MOLECULAR-STRUCTURE AND REACTIVITY OF A TYPICAL MEROCYANINE DYE - EXPERIMENTAL AND THEORETICAL INVESTIGATION [J].
ABDELHALIM, ST ;
AWAD, MK .
JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (13) :3160-3165
[2]  
ABUELWAFA SM, 1991, B SOC CHIM FR, P805
[3]   DERIVATION OF EXTENDED HUCKEL METHOD WITH CORRECTIONS - ONE ELECTRON MOLECULAR-ORBITAL THEORY FOR ENERGY-LEVEL AND STRUCTURE DETERMINATIONS [J].
ANDERSON, AB .
JOURNAL OF CHEMICAL PHYSICS, 1975, 62 (03) :1187-1188
[4]   TOWARD A BETTER UNDERSTANDING OF THE ATOM SUPERPOSITION AND ELECTRON DELOCALIZATION MOLECULAR-ORBITAL THEORY AND A SYSTEMATIC TEST - DIATOMIC OXIDES OF THE 1ST TRANSITION-METAL SERIES, BONDING AND TRENDS [J].
ANDERSON, AB ;
GRIMES, RW ;
HONG, SY .
JOURNAL OF PHYSICAL CHEMISTRY, 1987, 91 (16) :4245-4250
[5]  
Awad MK, 1996, J MOL STRUCT, V378, P103, DOI 10.1016/0022-2860(95)09127-0
[6]   EFFECT OF ALKYL SUBSTITUENTS ON THE THERMAL-DEGRADATION OF POLY(ALKYL METHACRYLATE) - A MOLECULAR-ORBITAL STUDY USING THE ASED-MO METHOD [J].
AWAD, MK .
POLYMER DEGRADATION AND STABILITY, 1995, 49 (03) :339-346
[7]   Theoretical studies of the effect of structural parameters on the inhibition efficiencies of mercapto-1,2,4-triazoline derivatives [J].
Awad, MK ;
Mahgoub, FM ;
El-iskandarani, MM .
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2000, 531 :105-117
[8]   FMO treatment of the reactivity and stereochemistry of the cycloaddition processes using ASED-MO method [J].
Awad, MK .
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2000, 505 :185-197
[9]  
AWAD MK, 1993, T MET CHEM, V20, P6
[10]   ELECTRON AFFINITIES AND IONIZATION POTENTIALS OF AROMATIC HYDROCARBONS [J].
BECKER, RS ;
WENTWORTH, WE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (15) :2210-&