C−H Activation of Phenyl Imines and 2-Phenylpyridines with [Cp*MCl2]2 (M = Ir, Rh): Regioselectivity, Kinetics, and Mechanism

作者: Ling Li , William W. Brennessel , William D. Jones

DOI: 10.1021/OM9000742

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摘要: Sodium acetate promoted C−H activation in a series of para-substituted phenyl imines has been examined using [Cp*MCl2]2 (M = Ir, Rh). The regioselectivity was investigated meta-substituted (−OMe, −CH3, −F, −COOMe, −CF3, and −CN) 2-phenylpyridines −CF3). It found that substrates with electron-donating substituents react significantly faster than electron-withdrawing substituents, which is consistent an electrophilic mechanism. also the extremely sensitive to steric effects, meta methyl group leading only one regioisomer. Solvent temperature studies showed reaction rate can be increased both by increasing polar solvents such as methanol. solvent dependent for [Cp*IrCl2]2 but independent [Cp*RhCl2]2. temperatur...

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