Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 17, Pages 6415-6418Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja401793n
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Funding
- DOE Great Lakes Bioenergy Research Center (DOE BER Office of Science) [DE-FC02-07ER64494]
- NSF [CHE-9208463]
- NIH [S10 RR08389]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0946901] Funding Source: National Science Foundation
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1048642] Funding Source: National Science Foundation
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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 prospect of combining this method with a subsequent oxidation step to achieve C-C bond cleavage.
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