DETECTION AND DECOMPOSITION OF DI-TERT-BUTYL DISULFIDE-POLYOXIDE DERIVATIVES

被引:20
作者
DERBESY, G [1 ]
HARPP, DN [1 ]
机构
[1] MCGILL UNIV,DEPT CHEM,MONTREAL,PQ H3A 2K6,CANADA
关键词
D O I
10.1021/jo00109a042
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The chemistry of di-tert-butyl disulfide polyoxide derivatives has been investigated. Low-temperature experiments permit the clear detection of vic-disulfoxides (alpha-disulfoxides). In addition, a proposal for a decomposition mechanism that accounts for the detection of one of the diastereoisomers and the formation of the final products has been advanced. The formation of di-tert-butyl thiosulfonate was also shown to be solvent and concentration dependent. Finally, low-temperature experiments permit the detection of the sulfinyl sulfone and vic-disulfone derivatives. A general mechanism has been proposed for the decomposition of these disulfide polyxoide derivatives.
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页码:1044 / 1052
页数:9
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