Pure Appl. Chem., 2008, Vol. 80, No. 5, pp. 1155-1160
doi:10.1351/pac200880051155
New hydrosilylation reaction of arylacetylene accompanied by C-H bond activation catalyzed by a xantsil ruthenium complex*
Hiromi Tobita1,, Nobukazu Yamahira1, Keisuke Ohta1, Takashi Komuro1, and Masaaki Okazaki2
1Department of Chemistry, Graduate School of Science, Tohoku University,Sendai 980-8578, Japan; 2International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan
Abstract:
A new type of catalytic hydrosilylation of arylalkynes was induced by a 16-electron ruthenium bis(silyl) phosphine complex, resulting in ortho-silylation of the aryl group as well as a hydrogenation of the alkyne CC bond to give an (E)-form of alkene selectively. On the other hand, the same reaction using a related bis(silyl) complex having an η6-toluene ligand instead of the phosphine ligand as a catalyst led to a normal hydrosilylation reaction to afford silylalkene.
Keywords: C-H bond activation; directing group; hydrosilylation; reduction; ruthenium complex.
*Paper based on a presentation at the 14th International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-14), 2-6 August 2007, Nara, Japan. Other presentations are published in this issue, pp. 807-1194.
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