Hypervalent iodine-induced nucleophilic substitution of para-substituted phenol ethers. Generation of cation radicals as reactive intermediates

…, H Tohma, K Hatanaka, T Takada, S Fujita…

文献索引：Kita, Yasuyuki; Tohma, Hirofumi; Hatanaka, Kenji; Takada, Takeshi; Fujita, Shigekazu; Mitoh, Shizue; Sakurai, Hiromu; Oka, Shigenori Journal of the American Chemical Society, 1994 , vol. 116, # 9 p. 3684 - 3691

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被引用次数: 272

摘要

Abstract: A novel hypervalent iodine induced nucleophilic substitution ofpara-substituted phenol ethers in the presence of a variety of nucleophiles is described. UV and ESR spectroscopic studies indicate that this reaction proceeds via cation radicals,[ArH*+], as reactive intermediates generated by single-electron transfer (SET) from a charge-transfer (CT) complex of phenol ethers with phenyliodine (II1) bis (trifluor0acetate)(PIFA). This is ...