Modification of catalysts and reagents by combination of hydrophilic triazoles and hydrophobic perfluoroalkyl chains

ORGN 281

Alexandru Gheorghe, Eric Cuevas-Yanez, and Oliver Reiser, Oliver.Reiser@chemie.uni-regensburg.de. Institut für Organische Chemie, Universität Regensburg, Universitätsstr. 31, Regensburg, 93053, Germany
Catalysts and reagents were modified by a combination of hydrophilic triazoles and hydrophobic perfluoroalkyl chains and compared with their homogeneous and heterogeneous counterparts in synthetic transformations. Significant rate accelerations have been accomplished for example in the oxidation of alcohols to aldehydes by the modified TEMPO reagent 1 with respect to polystyrene bound TEMPO reagents, which is attributed to the formation of stable emulsions with organic solvents and water. On the other hand, facile recovery of the catalyst is possible by simple filtration of 1 from the reaction mixture.

 

New Reactions and Methodology
1:00 PM-4:40 PM, Monday, March 26, 2007 McCormick Place East -- Room E351, Level 3, Oral

Division of Organic Chemistry

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