Cyanosilylation of Carbonyl Compounds with Trimethylsilyl Cyanide Catalyzed by an Yttrium-Pillared Silicotungstate Dimer

Authors

  • Dr. Yuji Kikukawa,

    1. Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
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  • Dr. Kosuke Suzuki,

    1. Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
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  • Midori Sugawa,

    1. Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
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  • Tomohisa Hirano,

    1. Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
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  • Dr. Keigo Kamata,

    1. Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
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  • Dr. Kazuya Yamaguchi,

    1. Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
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  • Prof. Dr. Noritaka Mizuno

    Corresponding author
    1. Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
    • Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan)
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  • 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.

Abstract

original image

Ein Yttrium-verbrücktes Silicowolframat-Dimer (siehe Bild) katalysiert die Cyanosilylierung von Ketonen und Aldehyden mit Trimethylsilylcyanid (TMSCN). Die Reaktionen verlaufen selektiv und geben die entsprechenden Cyanhydrintrimethylsilylether. Die katalytische Aktivität des Dimers ist vor allem für Aldehyde beeindruckend, mit einer Umsatzzahl von 18 000 und einer Umsatzfrequenz von 540 000 h−1 für n-Hexanal.

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