Work

Chemoselective Metal-Free Aerobic Alcohol Oxidation in Lignin

Year: 2013

Type: article

Abstract: 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.

Source: Journal of the American Chemical Society

DOI: 10.1021/ja401793n

Authors: Alireza Rahimi, Ali Azarpira, Hoon Kim, John Ralph, Shannon S. Stahl

Institutions: University of Wisconsin–Madison, Great Lakes Bioenergy Research Center

Language: English

Topic: Lignin and Wood Chemistry

Subfield: Process Chemistry and Technology

Field: Chemical Engineering

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: National Science Foundation, Office of Science, Great Lakes Bioenergy Research Center, National Center for Research Resources