論文

査読有り
2018年5月

Hydrosilylation of Aromatic Aldehydes and Ketones Catalyzed by Mono- and Tri-Nuclear Platinum(0) Complexes

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
  • Yoshitaka Tsuchido
  • ,
  • Ryota Abe
  • ,
  • Megumi Kamono
  • ,
  • Kimiya Tanaka
  • ,
  • Makoto Tanabe
  • ,
  • Kohtaro Osakada

91
5
開始ページ
858
終了ページ
864
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1246/bcsj.20170397
出版者・発行元
CHEMICAL SOC JAPAN

Hydrosilylation of aromatic aldehydes and acetophenone with H2SiPh2 was studied by using Pt complexes as the catalyst. Reaction of aromatic aldehydes, such as PhCHO, 4-FC6H4CHO, 4-MeC6H4CHO and 4-CF3C6H4CHO with H2SiPh2 in the presence of [Pt(PPh3)(3)] catalyst proceeds smoothly at room temperature with similar reaction rates. The hydrosilylation of PhCHO with H2Si(C6H4-4-Me)(2) proceeds faster than that with H2SiPh2. Comparison of the reactions of PhCHO with H2SiPh2 and with D2SiPh2 demonstrated a large kinetic isotope effect (3.1). The hydrosilylation of the aldehydes catalyzed by [Pt(PMe3)(mu-SiPh2)](3), reported in our previous paper, shows large dependence of the reaction rate on the aryl group of the substrate, in the order, 4-MeC6H4CHO >> PhCHO = 4-FC6H4CHO > 4-CF3C6H4CHO. Hydrosilylation of (3-vinyl) benzaldehyde and 10-undecenal in the presence of [Pt(PPh3)(3)] catalyst occurs at the carbonyl group selectively to form the corresponding alkoxysilanes. The hydrosilylation of acetophenone with H2SiPh2 catalyzed by [Pt(PPh3)(3)] forms 1-phenylethyl(diphenylsilyl) ether, while the reaction using the Pt-3 catalyst is accompanied by dehydrosilylation to yield a mixture of the saturated and unsaturated silyl ethers.

リンク情報
DOI
https://doi.org/10.1246/bcsj.20170397
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000431202500017&DestApp=WOS_CPL
URL
http://www.journal.csj.jp/doi/pdf/10.1246/bcsj.20170397
ID情報
  • DOI : 10.1246/bcsj.20170397
  • ISSN : 0009-2673
  • eISSN : 1348-0634
  • ORCIDのPut Code : 78479456
  • Web of Science ID : WOS:000431202500017

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