Highly active and air-stable versatile palladium catalysts for cross-coupling reactions of aryl halides

ORGN 117

George Y. Li, george.y.li@combiphos.com1, Zhi Qiang Zhang2, Zhi Zhi Hu3, and Peng Lei3. (1) CombiPhos Catalysts, Inc, P. O. Box 220, Princeton, NJ 08542-0220, (2) Key Laboratory of Fine Chemical Engineering, Dalian University of Technology, Dalian, 116012, China, (3) College of Chemical Engineering, Anshan University of Science & Technology, Anshan 114044, China
Palladium chlorides possessing phosphinous acid ligands (POPd, POPd1 and POPd2) were found to be remarkably active and efficient catalysts in the presence of bases for a variety of cross-coupling reactions of aryl chlorides with arylboronic acids, olefins, amines, and thiols. ¹H and ³¹P NMR studies argue that these phosphinous acid ligands in the complexes can be deprotonated to yield electron-rich anionic species, which is anticipated not only to accelerate the rate determining oxidative addition of aryl chlorides but also to stabilize the transition-metal complexes in the catalytic cycle. Herein, we report some examples of these isolated air-stable palladium complexes served as efficient catalyst precursors for a variety of C-C, C-N, and C-S bond-forming reactions of aryl halides.
 

Heterocycles, Aromatics, Materials, Devices, Switches, Combinatorial Chemistry, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, 13 March 2005 Convention Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 14 March 2005 Convention Center -- Sails Pavilion, Sci-Mix

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005