Journal of the American Chemical Society

The photochemical generation of. alpha.-sulfur-substituted cyclopropylcarbinyl radicals and their utilization as a mechanistic probe for electron transfer in the peroxide …

W Adam, M Heil

Index: Adam, Waldemar; Heil, Markus Journal of the American Chemical Society, 1991 , vol. 113, # 5 p. 1730 - 1736

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Citation Number: 6

Abstract

Abstract: The photolytically induced n-Bu3SnH reduction of a-chloro-substituted sulfides 4 and photochemical addition of BrCCI3 to thiones 7 afford a-sulfur-substituted cyclopropylcarbinyl radicals, which rearrange efficiently to afford thioenol ethers as ring- opened products. It is shown that a-sulfur substitution does not significantly influence the propensity for ring opening of these hitherto unknown cyclopropylcarbinyl radical probes. ...