Cross-Coupling Reactions of Aromatic and Heteroaromatic Silanolates with Aromatic and Heteroaromatic Halides
Scott E. Denmark*, Russell C. Smith, Wen-Tau T. Chang and Joseck M. Muhuhi
*Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, Email: denmarkscs.uiuc.edu
S. E. Denmark, R. C. Smith, W.-T. T. Chang, J. M. Muhuhi, J. Am. Chem. Soc., 2009, 131, 3104-3118.
DOI: 10.1021/ja8091449 (free Supporting Information)
see article for more reactions
Alkali-metal salts of a large number of electron-rich, electron-poor, and sterically hindered aryl- and heteroarylsilanols undergo efficient cross-coupling with a wide range of aromatic bromides and chlorides under mild conditions. The critical feature for the success of these coupling reactions and their considerable scope is the use of bis(tri-tert-butylphosphine)palladium.
see article for more exampels
S. E. Denmark, M. H. Ober, Adv. Synth. Catal., 2004, 346, 1703-1715.