Oxygenation of 2, 6-di-tert-butylphenols bearing an electron-withdrawing group in the 4-position

A Nishinaga, T Shimizu, Y Toyoda…

Index: Nishinaga, Akira; Shimizu, Tadashi; Toyoda, Yasushi; Matsuura, Teruo; Hirotsu, Ken Journal of Organic Chemistry, 1982 , vol. 47, # 12 p. 2278 - 2285

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Citation Number: 42

Abstract

Co (Salpr), a five-coordinate cobalt (I1) Schiff base complex, has been found to promote oxygenation of 2, 6-di-tert-butylphenols bearing an electron-withdrawing group in the 4- position, leading to dioxygen incorporation exclusively into the ortho position of the phenols. 4-Acyl-2, 6-di-tert-butylphenols (1) and their oxime 0-methyl ethers (2) gave the corresponding 6-hydroperoxy-2, 4-cyclohexadienone derivatives 3 and 4 quantitatively. ...

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