The synthesis, characterization and structures of some 4-[((E)-1-{2-hydroxy-5-[(E)-2-(aryl)-1-diazenyl]phenyl}methylidene)amino]benzoic acid

被引：24
作者：
Baul, Tushar S. Basu [1 ]
Das, Pradip [1 ]
Chandra, Asit K. [1 ]
Mitra, Sivprasad [1 ]
Pyke, Simon M. [2 ]
机构：
[1] NE Hill Univ, Dept Chem, Shillong 793022, Meghalaya, India
[2] Univ Adelaide, Fac Sci, Sch Chem & Phys, Adelaide, SA 5005, Australia
来源：
DYES AND PIGMENTS | 2009年 / 82卷 / 03期
关键词：
Azo-dyes; 4-[((E)-1-{2-Hydroxy-5-[(E)-2-(aryl)-1-diazenyl]phenyl}methylidene)amino]benzoic acid; NMR; UV-VIS spectroscopy; DFT calculation; Structures; SCHIFF-BASES; TRIPHENYLTIN(IV) COMPLEXES; TRIBUTYLTIN(IV) COMPLEXES; MAGNETIC-PROPERTIES; THERMAL-PROPERTIES; CRYSTAL-STRUCTURES; CU(II) COMPLEXES; MOSQUITO LARVAE; PROTON-TRANSFER; AZO;
D O I：
10.1016/j.dyepig.2009.02.012
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
The structures of several azo-benzoic acids, 4-[((E)-1-{2-hydroxy-5-[(E)-2- (aryl)-1-diazenyl]phenyl}methylidene)amino]benzoic acid along with their precursors 2-hydroxy-5-[(E)-(aryldiazenyl)]benzaldehydes were confirmed using (1)H, (13)C NMR, UV-VIS and IR spectroscopic techniques. UV-VIS absorption spectra were measured in pure organic solvents while complementary spectroscopic experiments using mixed solvent systems as well as in the presence of base were undertaken to characterize the different species present in solution. Both acid-base dissociation and azo-hydrazone tautomerism occurred in solution, with the extent of the individual equilibria being dependent on the solvent composition and/or pH of the medium. Molecular structures and geometries were optimized using the B3LYP density functional theory method employing the 6-31G(d) basis set. (C) 2009 Elsevier Ltd. All rights reserved.
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页码：379 / 386
页数：8
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