A Boron-Substituted Analogue of the Shvo Hydrogenation Catalyst: Catalytic Hydroboration of Aldehydes, Imines, and Ketones

Autor:	Charles P. Casey, Hannah N. Londino, Liza Koren-Selfridge, Bryan J. Simmons, Timothy Clark, Jessica K. Vellucci
Rok vydání:	2009
Předmět:	Hydride Dimer Aryl Organic Chemistry chemistry.chemical_element Catalysis Ruthenium Inorganic Chemistry chemistry.chemical_compound Hydroboration chemistry Organic chemistry Physical and Theoretical Chemistry Boron Stoichiometry
Zdroj:	Organometallics. 28:2085-2090
ISSN:	1520-6041 0276-7333
DOI:	10.1021/om801228m
Popis:	The boron-substituted hydroxycycylopentadienyl ruthenium hydride [2,5-Ph2-3,4-Tol2(η5-C4COBpin)Ru(CO)2H] (Bpin = 4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 5 was synthesized by the addition of pinacolborane to ruthenium dimer [2,5-Ph2-3,4-Tol2(η5-C4CO)Ru(CO)2]2 4. Complex 5 reacts with aldehydes both stoichiometrically and catalytically, providing hydroboration products under mild reaction conditions. A Hammett correlation plot of para-substituted benzaldehydes provided a ρ value of +0.91. Catalytic hydroboration of aryl imines provided high yields of the corresponding amines. The hydroboration of aryl ketones, however, required strongly electron-withdrawing substituents to induce hydroboration in reasonable reaction times.
Databáze:	OpenAIRE
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