REACTIONS OF SILIRANES WITH ELEMENTAL SULFUR AND WITH TERT-BUTYL MERCAPTAN - PREPARATION OF THE 2,3-DITHIA-1-SILACYCLOPENTANE RING-SYSTEM

被引:20
作者
SEYFERTH, D
DUNCAN, DP
HAAS, CK
机构
[1] Department of Chemistry, Massachusetts Institute of Technology, Cambridge
关键词
D O I
10.1016/S0022-328X(00)81694-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of 1,1-dimethyl-trans-2,3,-bis(2′,2′-dimethylcyclopropylidene)-1-silirane with S8 gives a mixture of four isomeric products derived from incorporation of one sulfur atom and a cyclopropylcarbinyl-to-butenyl type rearrangement. This silirane reacts with t-butyl mercaptan to give a product of mercaptan addition in which a cyclopropylcarbinyl-to-butenyl rearrangement also has occurred. Hexamethylsilirane reacts with S8 to give 1,1,4,4,5,5-hexamethyl-2,3-dithia-1-silacyclopentane in high yield. These reactions are discussed in terms of free radical mechanisms. © 1979.
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页码:305 / 316
页数:12
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