Preparation and properties of 2,2-bissilyl-1,3-dithia-2-silacyclopent-4-enes and related compounds

被引：3

作者：

Tsutsui, S

Takahashi, M

Sakamoto, K

机构：

[1] RIKEN, Inst Phys & Chem Res, Photodynam Res Ctr, Aoba Ku, Sendai, Miyagi 9800845, Japan

[2] Tohoku Univ, Grad Sch Sci, Dept Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

CHEMISTRY LETTERS | 2000年 / 12期

关键词：

D O I：

10.1246/cl.2000.1376

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Several 1,3-dithia-2-silacyclopent-4-ene (dithiasilole) derivatives were prepared by the reactions of cis-NaS-HC=CH-SNa with the corresponding dichlorosilanes. The compounds formed charge-transfer (CT) complexes with tetracyanoethylene in CH2Cl2. The UV-vis spectra of the CT complexes indicated that the ionization potential of 2,2-bis(trimethylsilyl)dithiasilole was smaller than that of 2,2-dimethyldithiasilole. The results were explained by the sigma (Si-R)-pi interactions resulting in a higher HOMO level. Ab initio MO calculations supported the experimental results.

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页码：1376 / 1377

页数：2

相关论文

共 11 条

[1] GROUP-14 METALLOLES .2. IONIC SPECIES AND COORDINATION-COMPOUNDS [J].

COLOMER, E ;

CORRIU, RJP ;

LHEUREUX, M .

CHEMICAL REVIEWS, 1990, 90 (01) :265-282

[2] GROUP-14 METALLOLES .1. SYNTHESIS, ORGANIC-CHEMISTRY, AND PHYSICOCHEMICAL DATA [J].

DUBAC, J ;

LAPORTERIE, A ;

MANUEL, G .

CHEMICAL REVIEWS, 1990, 90 (01) :215-263

[3]

Frisch M.J., 1998, GAUSSIAN 98

[4] Five- and six-membered silicon-carbon heterocycles. Part 2. Synthetic modifications and applications of silacycles [J].

Hermanns, J ;

Schmidt, B .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (02) :81-102

[5]

JUBAC J, 1998, CHEM ORGANIC SILICON, V2, P1961

[6]

LAVAYSSIERE H, 1988, RECL TRAV CHIM PAY B, V107, P440

[7] INTERMOLECULAR DONATION OF A SIGMA-ELECTRON FROM GROUP IVB CATENATES TO TETRACYANOETHYLENE - EVIDENCE OF ELECTRON-PARAMAGNETIC RESONANCE AND CHARGE-TRANSFER SPECTRA [J].

SAKURAI, H ;

KIRA, M ;

UCHIDA, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (20) :6826-6827

[8] Regio-controlled intramolecular reductive cyclization of diynes [J].

Tamao, K ;

Yamaguchi, S .

PURE AND APPLIED CHEMISTRY, 1996, 68 (01) :139-144

[9] CHARGE-TRANSFER COMPLEXING BETWEEN PERMETHYLPOLYSILANES AND TETRANOETHYLENE [J].

TRAVEN, VF ;

WEST, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (20) :6824-6826

[10] Theoretical study of the electronic structure of 2,2'-bisilole in comparison with 1,1'-Bi-1,3-cyclopentadiene: sigma*-pi* conjugation and a low-lying LUMO as the origin of the unusual optical properties of 3,3',4,4'-tetraphenyl-2,2'-bisilole [J].

Yamaguchi, S ;

Tamao, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1996, 69 (08) :2327-2334