A comparative semi-empirical study of the effect of ring ortho-substitution on the conformation of diphenylamine

被引：12

作者：

Boyle, A ^{[1
]}

机构：

[1] Univ Estadual Campinas, Inst Quim, BR-13081970 Campinas, SP, Brazil

来源：

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM | 1999年 / 469卷

关键词：

diphenylamine; molecular modelling; MOPAC; AM1; conformational analysis;

D O I：

10.1016/S0166-1280(98)00518-1

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：

An extensive theoretical study of the structural and energy properties of diphenylamine (DPA) and derivatives was carried out. The effect of ring substitution on geometrical parameters, inversion barriers and ionisation potentials was investigated for rings containing methyl, methoxy and chloro groups. The dihedral angles between phenyl rings and pyramidality of the nitrogen atom were also studied. Results were compared to the optimised geometry of the unsubstituted DPA. Calculations were carried out using the AM1 semi-empirical method. (C) 1999 Elsevier Science B.V. All rights reserved.

引用

页码：15 / 23

页数：9

共 29 条

[1] THE STRUCTURE OF A NOVEL POLYMERIC METAL - ACCEPTOR-DOPED POLYANILINE [J].

BAUGHMAN, RH ;

WOLF, JF ;

ECKHARDT, H ;

SHACKLETTE, LW .

SYNTHETIC METALS, 1988, 25 (02) :121-137

[2] SELF-CONSISTENT MOLECULAR-ORBITAL METHODS .21. SMALL SPLIT-VALENCE BASIS-SETS FOR 1ST-ROW ELEMENTS [J].

BINKLEY, JS ;

POPLE, JA ;

HEHRE, WJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (03) :939-947

[3] THEORETICAL-STUDIES ON POLYANILINE [J].

BOUDREAUX, DS ;

CHANCE, RR ;

WOLF, JF ;

SHACKLETTE, LW ;

BREDAS, JL ;

THEMANS, B ;

ANDRE, JM ;

SILBEY, R .

JOURNAL OF CHEMICAL PHYSICS, 1986, 85 (08) :4584-4590

[4] THE EFFECT OF HEATING ON POLYANILINE POWDERS STUDIED BY REAL-TIME SYNCHROTRON RADIATION DIFFRACTION, MASS-SPECTROMETRY AND THERMAL-ANALYSIS [J].

BOYLE, A ;

PENNEAU, JF ;

GENIES, E ;

RIEKEL, C .

JOURNAL OF POLYMER SCIENCE PART B-POLYMER PHYSICS, 1992, 30 (03) :265-274

[5]

BOYLE A, 1991, THESIS U J FOURIER G

[6]

BRASSY C, 1972, CR ACAD SCI C CHIM, V274, P1728

[7] MOLECULAR-CONFORMATION OF POLYANILINE OLIGOMERS - OPTICAL-ABSORPTION AND PHOTOEMISSION OF 3-PHENYL MOLECULES [J].

CONWELL, EM ;

DUKE, CB ;

PATON, A ;

JEYADEV, S .

JOURNAL OF CHEMICAL PHYSICS, 1988, 88 (05) :3331-3337

[8] THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].

DEWAR, MJS ;

ZOEBISCH, EG ;

HEALY, EF ;

STEWART, JJP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909

[9] MOLECULAR GEOMETRY OF SUBSTITUTED BENZENE-DERIVATIVES .1. NATURE OF RING DEFORMATIONS INDUCED BY SUBSTITUTION [J].

DOMENICANO, A ;

VACIAGO, A ;

COULSON, CA .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1975, 31 (JAN15) :221-234

[10]

GORSE A, 1993, J MOL STRUC-THEOCHEM, V281, P21

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