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Metal‐Free Chemoselective Oxidative Dehomologation or Direct Oxidation of Alcohols: Implication for Biomass Conversion
Author(s) -
Kim Sun Min,
Shin Hun Yi,
Kim Dong Wan,
Yang Jung Woon
Publication year - 2016
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201501359
Subject(s) - biomass (ecology) , oxidative phosphorylation , chemistry , metal , chemoselectivity , catalysis , organic chemistry , biochemistry , oceanography , geology
A transition metal‐free, chemoselective reaction was performed using the sodium tert ‐butoxide–oxygen (NaO t Bu–O 2 ) system, resulting in either oxidative dehomologation or direct oxidation of alcohols. In particular, the newly developed protocol may be used to predict the major product formed, which depends on alkyl chain length of the alcohols and reaction conditions. The rational mechanism of this transformation was also demonstrated by performing an 18 O isotopic labelling experiment. This protocol presents a straightforward method for biomass conversion of a lignin model compound to phenol and benzoic acid.