This work was supported in part by the Japan Society for the Promotion of Science (JSPS) through its FIRST Program, Global COE Program (Chemistry Innovation through Cooperation of Science and Engineering), and Grants-in-Aid for Scientific Researches from the Ministry of Education, Culture, Sports, Science, and Technology. Y.K. and T.H. are grateful for JSPS Research Fellowship for Young Scientists.
Cyanosilylation of Carbonyl Compounds with Trimethylsilyl Cyanide Catalyzed by an Yttrium-Pillared Silicotungstate Dimer†
Article first published online: 29 FEB 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 15, pages 3686–3690, April 10, 2012
How to Cite
Kikukawa, Y., Suzuki, K., Sugawa, M., Hirano, T., Kamata, K., Yamaguchi, K. and Mizuno, N. (2012), Cyanosilylation of Carbonyl Compounds with Trimethylsilyl Cyanide Catalyzed by an Yttrium-Pillared Silicotungstate Dimer. Angew. Chem. Int. Ed., 51: 3686–3690. doi: 10.1002/anie.201200486
- Issue published online: 4 APR 2012
- Article first published online: 29 FEB 2012
- Manuscript Received: 18 JAN 2012
- Japan Society for the Promotion of Science (JSPS)
- Ministry of Education, Culture, Sports, Science, and Technology
- carbonyl compounds;
- trimethylsilyl cyanide;
An yttrium-pillared silicotungstate dimer (see picture) catalyzes the cyanosilylation of structurally diverse ketones and aldehydes with trimethylsilyl cyanide (TMSCN). The reactions proceed selectively and afford the corresponding cyanohydrin trimethylsilyl ethers. The catalytic performance is significant, in particular for aldehydes, with a turnover number of 18 000 and a turnover frequency of 540 000 h−1 for n-hexanal.