Substituent??induced regioselective hydroxylation of the aromatic C–H bond on naphthalene with metachloroperbenzoic acid catalyzed by F20TPPMnCl

CD Chen, WB Sheng, GJ Shi…

Index: Chen, Chang-Di; Sheng, Wen-Bing; Shi, Guo-Jun; Guo, Can-Cheng Journal of Physical Organic Chemistry, 2013 , vol. 26, # 1 p. 23 - 29

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Citation Number: 4

Abstract

Abstract The regioselective hydroxylation of the aromatic C–H bond on a series of naphthalenes with different β-substituent R (R= H, Me, Et, i-Pr, OMe, COOH, Br, etc.) was studied, and the substituent effect on the regioselectivity was investigated. The electron- donating substituent afforded the aromatic C–H bond hydroxylation at the 1α position with more than 80% selectivity, while the electron-withdrawing substituent afforded the ...