論文

査読有り
2017年7月

Regioselectivity Control by Added MeCN in Ru(0)-catalyzed Cross-dimerization of Internal Alkynes with Methyl Methacrylate

CHEMISTRY LETTERS
  • Sayori Kiyota
  • ,
  • Seonyoung In
  • ,
  • Nobuyuki Komine
  • ,
  • Masafumi Hirano

46
7
開始ページ
1040
終了ページ
1043
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1246/cl.170224
出版者・発行元
CHEMICAL SOC JAPAN

Ru(eta(6)-naphthalene)(eta(4)-1,5-COD) (1: 10mol%) catalyzes cross-dimerization of internal alkynes 2 with methyl methacrylate (3) to give a regioisomeric mixture of the dienyl ester products, RCH=CRCH=CMeCO2Me (4) and RCH=CRCH2C(=CH2) CO2Me (5) at room temperature. Addition of MeCN (20-100mol%) into this system drastically promotes the formation of 5 by suppressing the formation of 4. The DFT calculations suggest this reaction to proceed by an oxidative coupling mechanism and the coordinated MeCN in the ruthenacycle encourages the regioselective beta-hydride elimination to produce 5.

リンク情報
DOI
https://doi.org/10.1246/cl.170224
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000404868800026&DestApp=WOS_CPL
URL
https://publons.com/publon/3600873/
ID情報
  • DOI : 10.1246/cl.170224
  • ISSN : 0366-7022
  • eISSN : 1348-0715
  • ORCIDのPut Code : 60049346
  • Web of Science ID : WOS:000404868800026

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