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Cyanosilylation of Carbonyl Compounds with Trimethylsilyl Cyanide Catalyzed by an Yttrium‐Pillared Silicotungstate Dimer
Author(s) -
Kikukawa Yuji,
Suzuki Kosuke,
Sugawa Midori,
Hirano Tomohisa,
Kamata Keigo,
Yamaguchi Kazuya,
Mizuno Noritaka
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201200486
Subject(s) - cyanohydrin , trimethylsilyl cyanide , chemistry , trimethylsilyl , dimer , yttrium , catalysis , organic chemistry , oxide
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.