Aromatic vs aliphatic CH bond activation by rhodium (I) as a function of agostic interactions: Catalytic H/D exchange between olefins and methanol or water

B Rybtchinski, R Cohen, Y Ben-David…

Index: Rybtchinski, Boris; Cohen, Revital; Ben-David, Yehoshoa; Martin, Jan M. L.; Milstein, David Journal of the American Chemical Society, 2003 , vol. 125, # 36 p. 11041 - 11050

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Citation Number: 95

Abstract

The aryl-PC type ligand 3, benzyl (di-tert-butyl) phosphane, reacts with [Rh (coe) 2 (solv) n] BF4 (coe= cyclooctene, solv= solvent), producing the CH activated complexes 4a-c (solv=(a) acetone,(b) THF,(c) methanol). Complexes 4a-c undergo reversible arene CH activation (observed by NMR spin saturation transfer experiments, SST) and H/D exchange into the hydride and aryl ortho-H with ROD (R= D, Me). They also promote catalytic H/D exchange ...