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The scope and selectivity of Rh(0)-catalyzed tandem dehydrocoupling-hydrogenation reactions have been investigated utilizing Me2NH•BH3 as a stoichiometric H2 source. The influence of the presence of amine-borane adducts on the distinctive selectivity of hydrogenation of organic substrate is demonstrated. Previous studies in our group have shown that the catalytic dehydrocoupling of the amine-borane adduct Me2NH•BH 3 using Rh(I) precatalyst such as using [Rh(1,5-cod)Cl]2 involves the formation of Rh(0) colloids during the lengthy induction period followed by a heterogeneous process (cod = cyclooctadiene). Recently another group, Autrey and co-workers, has studied the same reaction under slightly different experimental procedure and reported very different results (virtually no induction period, and homogeneous catalysis involving a Rh6 species). A preliminary investigation aims to explain these different observations. The results suggest that the presence of air in the reaction mixture may explain the results of Autrey and co-workers.
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Synthetic applications and mechanistic studies of metal-catalyzed dehydrocoupling reactions of amine-borane adducts.
2006
in English
0494163208 9780494163207
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Source: Masters Abstracts International, Volume: 44-06, page: 2806.
Thesis (M.Sc.)--University of Toronto, 2006.
Electronic version licensed for access by U. of T. users.
ROBARTS MICROTEXT copy on microfiche.
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