C-H activation reactions of ruthenium N-heterocyclic carbene complexes: application in a catalytic tandem reaction involving C-C bond formation from alcohols |
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Authors: | Burling Suzanne Paine Belinda M Nama Devendrababu Brown Victoria S Mahon Mary F Prior Timothy J Pregosin Paul S Whittlesey Michael K Williams Jonathan M J |
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Affiliation: | Department of Chemistry, University of Bath, Claverton Down, Bath BA2 7AY, U.K. |
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Abstract: | A series of ruthenium hydride N-alkyl heterocyclic carbene complexes has been investigated as catalysts for a tandem oxidation/Wittig/reduction reaction to give C-C bonds from alcohols. The C-H-activated carbene complex Ru(IiPr(2)Me(2))'(PPh(3))(2)(CO)H (9) proves to be the most active precursor catalyzing the reaction of PhCH(2)OH and Ph(3)P=CHCN in 3 h at 70 degrees C. These results provide (a) a rare case in which N-alkyl carbenes afford higher catalytic activity than their N-aryl counterparts and (b) a novel example of the importance of NHC C-H activation in a catalytic cycle. |
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