An innovative green chemistry methodology for selective aerobic oxidation of primary alcohols

ORGN 230

Nan Jiang, nj42@mail.gatech.edu, Department of Chemistry, Georgia Institute of Technology, 770 State Street, Atlanta, GA 30332 and Arthur J. Ragauskas, art.ragauskas@chemistry.gatech.edu, School of Chemistry and Biochemistry, Georgia Institute of Technology, 500 10th St., NW, Atlanta, GA 30332-0620.
Selective alcohol oxidation is widely recognized as one of the most fundamental transformations in organic synthesis and industrial processes. From an economic and environmental perspective, catalytic aerobic alcohol oxidation represents the most promising protocol, with the water as the sole byproduct. In this context, catalytic systems consisting of TEMPO and an inexpensive transitional-metal compound are of particular interest. Due to the high cost of TEMPO, we have developed an innovative catalytic system, making use of a commercially available acetamido-TEMPO in combination with copper salts and pyridine-type ligands that can not only effectively catalyze room temperature aerobic oxidation of primary alcohols, but can be efficiently recycled and reused in various green solvents. The scope, selectivity and possible mechanism for this process will be discussed.
 

New Reactions and Methodology
1:00 PM-5:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- C301, Oral

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006