The Journal of Organic Chemistry

Reactions of phenols with thianthrene cation radical

SR Shin, HJ Shine

Index: Shin, Seung-Rim; Shine, Henry J. Journal of Organic Chemistry, 1992 , vol. 57, # 9 p. 2706 - 2710

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Citation Number: 16

Abstract

The phenols 2-R1-6-R2-phenol la-g in which R1 = R2 = tert-butyl, methyl, isopropyl, C1, Br, F, and H reacted with thianthrene cation radical perchlorate (Th'+C104-) to give 5-(4-hydroxyaryl)thianthreniumyl perchlorates 2a-g in good yield. o-Allylphenol (li) behaved similarly. o-tert-Butylphenol (lh) gave both 5-(3-tert-butyl-4- hydroxypheny1)thianthreniumyl perchlorate (2h) and a quinonoidal perchlorate (3), namely, 5-(3- thianthreniumyl-5-tert-butyl-6-oxo-2, ...