Dehydrocoupling of boranes with amines using a scandium catalyst

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The scandocene alkyl complex (C5Me5)2ScCH2SiMe3 was found to be an efficient catalyst for the dehy-drocoupling of the non-cyclic boranes, dicyclohexylborane and thexylborane, with amines under mild conditions. The reactions afforded the corresponding aminoboranes in high yields with good functional group tolerance. The stoichiometric reaction of scandium alkyl with amine led to the isolation of a scan-dium amide complex, which was shown to be an active species during the catalysis. Although a borane-coordinated scandium hydride was also obtained from the stoichiometric experiment, it was not involved in the catalytic cycle. In addition, kinetic studies provided insight into this intermolecular dehydrogena-tion reaction.
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