Chemoselective metal-free aerobic alcohol oxidation in lignin

A Rahimi, A Azarpira, H Kim, J Ralph…

Index: Rahimi, Alireza; Azarpira, Ali; Kim, Hoon; Ralph, John; Stahl, Shannon S. Journal of the American Chemical Society, 2013 , vol. 135, # 17 p. 6415 - 6418

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Citation Number: 156

Abstract

An efficient organocatalytic method for chemoselective aerobic oxidation of secondary benzylic alcohols within lignin model compounds has been identified. Extension to selective oxidation in natural lignins has also been demonstrated. The optimal catalyst system consists of 4-acetamido-TEMPO (5 mol%; TEMPO= 2, 2, 6, 6-tetramethylpiperidine-N-oxyl) in combination with HNO3 and HCl (10 mol% each). Preliminary studies highlight the ...

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