Thiol-Ene Reaction for the Synthesis of Multifunctional Branched Organosilanes

被引：86

作者：

Rissing, Christiana ^{[1
]}

Son, David Y. ^{[1
]}

机构：

[1] So Methodist Univ, Dept Chem, Dallas, TX 75275 USA

来源：

ORGANOMETALLICS | 2008年 / 27卷 / 20期

关键词：

D O I：

10.1021/om8003527

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Various commercially available thiols react photochemically with tetravinylsilane to give the corresponding tetrasubstituted thioether compounds. The reactions are conducted in air using typical borosilicate glassware. Yields range from 64 to 100%, and purification steps, if necessary, involve simple precipitation or extraction steps. Thiol addition occurs predominantly to give the anti-Markovnikov product; amounts of Markovnikov addition range from 1 to 5%.

引用

页码：5394 / 5397

页数：4

共 35 条

[1] Synthesis and structure of {η3-MeSi(CH2SPh)3}Cr(CO)3:: how long can a Cr(0)-S(thioether) bond length be? [J].

Blackwell, WC ;

Bunich, D ;

Concolino, TE ;

Rheingold, AL ;

Rabinovich, D .

INORGANIC CHEMISTRY COMMUNICATIONS, 2000, 3 (06) :325-327

[2] THE REACTION OF MERCAPTANS WITH ALKENYL SILANES [J].

BURKHARD, CA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (03) :1078-1080

[3] Thiol-norbornene materials:: Approaches to develop high Tg thiol-ene polymers [J].

Carioscia, Jacquelyn A. ;

Schneidewind, Lauren ;

O'Brien, Casey ;

Ely, Robert ;

Feeser, Caitlin ;

Cramer, Neil ;

Bowman, Christopher N. .

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2007, 45 (23) :5686-5696

[4] Oligothia dendrimers for the formation of gold nanoparticles [J].

D'Aléo, A ;

Williams, RM ;

Osswald, F ;

Edamana, P ;

Hahn, U ;

van Heyst, J ;

Tichelaar, FD ;

Vögtle, F ;

De Cola, L .

ADVANCED FUNCTIONAL MATERIALS, 2004, 14 (12) :1167-1177

[5]

DRYJA TP, 1980, INVEST OPHTH VIS SCI, V19, P559

[6]

Dvornic P. R., 2002, SILICON CHEM, V1, P177

[7]

Frey H, 2000, TOP CURR CHEM, V210, P69

[8] VINYL DERIVATIVES OF SILICON, GERMANIUM, AND TIN [J].

GLOCKLING, F ;

LYLE, MA ;

STOBART, SR .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1974, (23) :2537-2542

[9] PREPARATION OF SILYLALKANETHIOLS [J].

GORNOWIC.GA ;

RYAN, JW ;

SPEIER, JL .

JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (07) :2918-&

[10] PROBLEMS AND POSSIBILITIES OF FREE-RADICAL ADDITION OF THIOLS TO UNSATURATED COMPOUNDS [J].

GRIESBAUM, K .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1970, 9 (04) :273-+

← 1 2 3 4 →