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Selective Aerobic Benzylic Alcohol Oxidation of Lignin Model Compounds: Route to Aryl Ketones
Author(s) -
Dawange Monali,
Galkin Maxim V.,
Samec Joseph S. M.
Publication year - 2015
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201402825
Subject(s) - chemistry , catalysis , alcohol , alcohol oxidation , aryl , organic chemistry , dehydrogenation , yield (engineering) , polyol , lignin , aldehyde , palladium , ketone , heterogeneous catalysis , materials science , alkyl , metallurgy , polyurethane
A mild and chemoselective oxidation of the α‐alcohol in β‐O‐4′‐ethanoaryl and β‐O‐4′‐glycerolaryl ethers has been developed. The benzylic alcohols were selectively dehydrogenated to the corresponding ketones in 60–93 % yield. A one‐pot selective route to aryl ethyl ketones was performed. The catalytic system comprises recyclable heterogeneous palladium, mild reaction conditions, green solvents, and oxygen in air as oxidant. Catalytic amounts of a coordinating polyol were found pivotal for an efficient aerobic oxidation.
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