Synthesis, spectral and computational analysis of 2-(N-bromoalkoxy)-5-(phenylazo)benzaldehydes and their oximes

被引：3

作者：

Balachander, R. ^{[1
]}

Manimekalai, A. ^{[2
]}

机构：

[1] Periyar Arts Coll, Dept Chem, Cuddalore 607001, Tamil Nadu, India

[2] Annamalai Univ, Dept Chem, Annamalainagar 608002, Tamil Nadu, India

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2017年 / 1134卷

关键词：

2-(N-bromoalkoxy)-5-(phenylazo)benzaldehydes and their oximes; Conformations; Computational studies; SELF-ASSEMBLED MONOLAYERS; 2ND HARMONIC-GENERATION; METAL-COMPLEXES; POLYMER-FILMS; AZOBENZENE; ENHANCEMENT; DERIVATIVES;

D O I：

10.1016/j.molstruc.2017.01.018

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：

2-(N-Bromoalkoxy)-5-(phenylazo)benzaldehydes 1-3, 2-(3-bromomethylbenzyloxy)-5-(phenylazo) benzaldehyde 4 and their oximes 5-8 were synthesized and characterized by FT-IR, GC-MS, H-1,C-13 and 2D NMR spectroscopy. The favoured conformations of aldehydes 1-4 and oximes 5-8 were predicted theoretically by geometry optimization and potential energy scan (PES) studies. Selected geometrical parameters and molecular properties such as AIM, NBO, HOMO-LUMO and MEP surfaces were derived from optimized structures. IR, H-1 and C-13 NMR data were also computed using Gaussian-03 package and compared with the observed values. (C) 2017 Elsevier B.V. All rights reserved.

引用

页码：552 / 562

页数：11

共 35 条

[1]

Abele E., 2003, Chem. Heterocycl. Compd, V39, P825, DOI DOI 10.1023/A:1026181918567

[2] Photoreactivity in self-assembled monolayers formed from asymmetric disulfides having para-substituted azobenzenes [J].

Akiyama, H ;

Tamada, K ;

Nagasawa, J ;

Abe, K ;

Tamaki, T .

JOURNAL OF PHYSICAL CHEMISTRY B, 2003, 107 (01) :130-135

[3] Synthesis, conformational and theoretical studies of 1,n-di(2-formyl-4-phenylazophenoxy)alkanes [J].

Balachander, R. ;

Manimekalai, A. .

JOURNAL OF MOLECULAR STRUCTURE, 2016, 1104 :70-78

[4] New magnetically active metal complexes of tridentate Schiff bases of phenylazosalicylaldehyde [J].

Burlov, A. S. ;

Nikolaevskii, S. A. ;

Bogomyakov, A. S. ;

Vasil'chenko, I. S. ;

Koshchienko, Yu. V. ;

Vlasenko, V. G. ;

Uraev, A. I. ;

Garnovskii, D. A. ;

Sennikova, E. V. ;

Borodkin, G. S. ;

Garnovskii, A. D. ;

Minkin, V. I. .

RUSSIAN JOURNAL OF COORDINATION CHEMISTRY, 2009, 35 (07) :486-491

[5]

Chemia D.S., 1987, NONLINEAR OPTICAL PR

[6]

Frisch M.J., 2001, GAUSSIAN 98 REVISION

[7] Metal complexes with azomethines containing the isomeric E-Z azo fragments [J].

Garnovskii, A. D. ;

Burlov, A. S. ;

Starikov, A. G. ;

Metelitsa, A. V. ;

Vasil'chenko, I. S. ;

Bezugliy, S. O. ;

Nikolaevskii, S. A. ;

Borodkina, I. G. ;

Minkin, V. I. .

RUSSIAN JOURNAL OF COORDINATION CHEMISTRY, 2010, 36 (07) :479-489

[8]

HAMPSCH HL, 1989, POLYM COMMUN, V30, P40

[9] ORIENTATION AND 2ND HARMONIC-GENERATION IN DOPED POLYSTYRENE AND POLY(METHYL METHACRYLATE) FILMS [J].

HAMPSCH, HL ;

YANG, J ;

WONG, GK ;

TORKELSON, JM .

MACROMOLECULES, 1988, 21 (02) :526-528

[10] Fluorescence enhancement from self-assembled aggregates: Substituent effects on self-assembly of azobenzenes [J].

Han, Mina R. ;

Hirayama, Yuuki ;

Hara, Masahiko .

CHEMISTRY OF MATERIALS, 2006, 18 (12) :2784-2786

← 1 2 3 4 →