Journal
JOURNAL OF CATALYSIS
Volume 346, Issue -, Pages 170-179Publisher
ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.jcat.2016.12.016
Keywords
Carboxylic acids; Copper; Ketones; Oxidative cleavage; Oxygen
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Funding
- National Natural Science Foundation of China [21603219, 21422308, 21273231]
- Strategic Priority Research Program of Chinese Academy of Sciences [XDB17020300]
- CAS/SAFEA International Partnership Program for Creative Research Teams
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Catalytic oxidation of C-C bond is a key technology to transform petroleum -based as well as sustainable biomass feedstock into more valuable oxygenates. We herein describe a convenient and useful oxidation strategy of converting ketones into carboxylic acids using homogeneous copper catalyst without additives and with O-2 as the terminal oxidant. A wide range of aryl and aliphatic ketones as well as beta-O-4 lignin models were selectively oxidized to acids via C C bond cleavage. Mechanism studies by EPR and in situ NMR elucidate the principles of Cu/O-2 reactivity that involves C-H bond and O-2 activation via a peroxide species. This provides an important foundation for expanding the scope of useful aerobic oxidation reactions using copper catalysts. (C) 2016 Elsevier Inc. All rights reserved.
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