Journal
CHEMPLUSCHEM
Volume 81, Issue 11, Pages 1160-1165Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cplu.201600240
Keywords
aerobic oxidation; alcohols; iron; synthetic methods
Categories
Funding
- Academy of Finland
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A method for aerobic alcohol oxidation catalysed by Fe(NO3)(3)/2,2'-bipyridine/TEMPO has allowed highly selective conversion of primary alcohols into either aldehydes or carboxylic acids in one-step. The oxidation of primary alcohols proceeded selectively to aldehydes, as TEMPO was present in the reaction. Nevertheless, the aldehydes were further oxidized into carboxylic acids as the reaction time was extended. Detailed investigation of the reaction suggested, that the deoxygenation of TEMPO into TMP enabled the auto-oxidation of aldehydes to carboxylic acids, which was initially inhibited in the presence of TEMPO. The procedure was also efficient in oxidation of secondary alcohols when TEMPO was replaced by the less sterically hindered ABNO.
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