α-Effect with substituted N-methylbenzohydroxamates and substituted phenyldimethylsulfonium salts: toward understanding of an intrinsic α-effect

KR Fountain, TW Dunkin, KD Patel

文献索引：Fountain; Dunkin, Timothy W.; Patel, Kamlesh D. Journal of Organic Chemistry, 1997 , vol. 62, # 9 p. 2738 - 2741

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被引用次数: 39

摘要

Increasing electron demand in the reactions of G-NMBH anions with substituted phenyldimethylsulfonium ions decreases the α-effect for the methyl transfers toward 1.0 (zero effect). An extrapolation shows the possibility of an inverse effect (< 1.0). The reactivity of G-NMBH anions correlates with SET parameters and with the known propensity of phenyldimethylsulfonium ions to accept a single electron into a σ* CS orbital concomitant ...