Multipolymer catalytic aerobic oxidation reactions of primary alcohols

ORGN 242

Patrick H. Toy, phtoy@hku.hk and Cecilia Wan-Ying Chung. Department of Chemistry, University of Hong Kong, Pokfulam Road, Pokfulam, Hong Kong
A multipolymer reaction system has been developed in which a water soluble, polymer-supported 2,2'-bipyridine group, and a similarly immobilized TEMPO derivative are used together as ligands for copper to effect the mild and selective aerobic oxidation of primary alcohols in acetonitrile-water solvent. In this reaction system, poly(ethylene glycol) monomethyl ether (molecular weight = 5000 Daltons) was used as the support for both the 2,2'-bipyridine and TEMPO moieties due to its solubility properties. The use of these functionalized polymers simultaneously in catalytic quantities allows for primary alcohols to be oxidized selectively to the corresponding aldehydes in an environmentally friendly manner. This is the first reported example of using two different polymer-supported ligands together to form an organometallic species capable of catalyzing an organic reaction.
 

Combinatorial and Process Chemistry
8:00 AM-11:40 AM, Monday, March 26, 2007 McCormick Place East -- Room E350, Level 3, Oral

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007