Phosphadioxirane intermediates in the reaction of singlet oxygen with phosphites and phosphines

…, M Kondo, K Ishiguro, Y Sawaki

Index: Tsuji, Shoei; Kondo, Masaaki; Ishiguro, Katsuya; Sawaki, Yasuhiko Journal of Organic Chemistry, 1993 , vol. 58, # 19 p. 5055 - 5059

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Citation Number: 33

Abstract

Intermediates in the singlet oxygen reaction of phosphites and phosphines have been studied by trapping and tracer experiments. Trapping study with diphenyl sulfoxide revealed that the added substrate and phosphite are competing toward the same intermediate. The relative reactivity of (BuO) 3P/PhzS/PhzSO= 300: 41 and the negative p-value of-0.63 for diphenyl sulfoxides are not consistent with 1, 3-dipolar phosphine peroxides, but suggest ...