Modification of the electronic structure of silole by the substituents on the ring silicon

被引：81

作者：

Yamaguchi, S ^{[1
]}

Jin, RZ ^{[1
]}

Tamao, K ^{[1
]}

机构：

[1] Kyoto Univ, Inst Chem Res, Uji, Kyoto 611, Japan

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1998年 / 559卷 / 1-2期

关键词：

silole; substituent effect; sigma*-pi* conjugation; UV absorption spectra; ab initio calculation;

D O I：

10.1016/S0022-328X(98)00425-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of 3,4-dimethyl-2,5-bis(trimethylsilyl)silo having various substituents on the ring silicon atom have been prepared and their UV absorption spectra have been determined. Their absorption maxima steadily shifted to longer wavelengths as the 1,1-substituents on the ring silicon atom become more electronegative. Ab initio calculations at the HF/6-31G(d) level of theory showed that the nature of the 1,1-substituents strongly affects the HOMO and LUMO energy levels of the silole ring mainly due to inductive effects. (C) 1998 Elsevier Science S.A. All rights reserved.

引用

收藏

页码：73 / 80

页数：8

相关论文

共 39 条

[1] SIR92 - a program for automatic solution of crystal structures by direct methods [J].

ALTOMARE, A ;

CASCARANO, G ;

GIACOVAZZO, G ;

GUAGLIARDI, A ;

BURLA, MC ;

POLIDORI, G ;

CAMALLI, M .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 :435-435

[2] RING EXPANSION OF SILACYCLOPENTADIENYLCARBENE TO SILABENZENE [J].

ANDO, W ;

TANIKAWA, H ;

SEKIGUCHI, A .

TETRAHEDRON LETTERS, 1983, 24 (39) :4245-4248

[3] CONFORMATIONS OF HETEROFERROCENES - SYNTHESIS AND CRYSTAL AND DYNAMIC SOLUTION BEHAVIOR OF 2,2',5,5'-TETRAKIS(TRIMETHYLSILYL)-3,3',4,4'-TETRAMETHYL-1,1'-DISTIBAFERROCENE [J].

ASHE, AJ ;

KAMPF, JW ;

ALTAWEEL, SM .

ORGANOMETALLICS, 1992, 11 (04) :1491-1496

[4] SECONDARY BONDING IN ORGANOPNICOGEN COMPOUNDS - COMPARISON OF THE STRUCTURES OF OCTAMETHYL-1,1'-DISTIBAFERROCENE AND OCTAMETHYL-1,1'-DIARSAFERROCENE [J].

ASHE, AJ ;

KAMPF, JW ;

PILOTEK, S ;

ROUSSEAU, R .

ORGANOMETALLICS, 1994, 13 (10) :4067-4071

[5] SYNTHESIS AND CRYSTAL AND MOLECULAR-STRUCTURE OF 2,5-BIS(TRIMETHYLSILYL)-3,4-DIMETHYL-1-BISMAFERROCENE - AN AROMATIC HETEROCYCLE CONTAINING BISMUTH [J].

ASHE, AJ ;

KAMPF, JW ;

ALTAWEEL, SM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (01) :372-374

[6] SYNTHESIS, SOLID-STATE STRUCTURE, AND REDUCTION OF 1,1-DICHLORO-2,3,4,5-TETRAMETHYLSILOLE [J].

BANKWITZ, U ;

SOHN, H ;

POWELL, DR ;

WEST, R .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 499 (1-2) :C7-C9

[7] SIMPLE FUNCTIONAL SILOLES - 3,4-DIMETHYLSILOLES WITH SI-F, SI-O, OR SI-N BONDS AND OTHER SILICON-SUBSTITUTED DERIVATIVES [J].

BETEILLE, JP ;

LAPORTERIE, A ;

DUBAC, J .

ORGANOMETALLICS, 1989, 8 (07) :1799-1802

[8] COORDINATION CHEMISTRY OF GROUP 14 METALLOLES .2. FUNCTIONAL 2,5-DIPHENYLSILACYCLOPENTADIENES AND THEIR USE AS ETA-4-LIGANDS [J].

CARRE, F ;

COLOMER, E ;

COREY, JY ;

CORRIU, RJP ;

GUERIN, C ;

HENNER, BJL ;

KOLANI, B ;

WONG, WCWCM .

ORGANOMETALLICS, 1986, 5 (05) :910-917

[9] CHEMISTRY OF METALLOLES OF GROUP-IV - SYNTHESIS OF METHYLSILOLES BY THE THERMOLYSIS OF ESTERS OF SILACYCLOPENT-4-ENE-3-OLS AND ETA-4-IRON TRICARBONYLS [J].

DUBAC, J ;

LAPORTERIE, A ;

ILOUGHMANE, H .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 293 (03) :295-311

[10] GEOMETRICAL AND ELECTRONIC-STRUCTURES OF PI-CONJUGATED SILICON RING POLYMERS [J].

FRAPPER, G ;

KERTESZ, M .

ORGANOMETALLICS, 1992, 11 (10) :3178-3184

← 1 2 3 4 →