Mechanism of the solution-phase reaction of alkyl sulfides with atomic hydrogen. Reduction via a 9-S-3 radical intermediate

…, S Koppula, P Kandanarachchi

文献索引：Tanner, Dennis D.; Koppula, Sudha; Kandanarachchi, Pramod Journal of Organic Chemistry, 1997 , vol. 62, # 13 p. 4210 - 4215

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被引用次数: 9

摘要

The low selectivity of benzyl alkyl sulfide fragmentation subsequent to its reaction with atomic hydrogen is indicative of a reaction that proceeds via an early transition state. The competitive reduction of a series of substituted-benzyl alkyl sulfides was insensitive to the substituent on the aromatic ring (ρ=-0.13, r= 0.99). The relative rates of fragmentation of a series of the substituted-benzyl alkyl sulfides gave a V-shaped Hammett plot. Both ...