2017年7月
Regioselectivity Control by Added MeCN in Ru(0)-catalyzed Cross-dimerization of Internal Alkynes with Methyl Methacrylate
CHEMISTRY LETTERS
- ,
- ,
- ,
- 巻
- 46
- 号
- 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
- ID情報
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- DOI : 10.1246/cl.170224
- ISSN : 0366-7022
- eISSN : 1348-0715
- ORCIDのPut Code : 60049346
- Web of Science ID : WOS:000404868800026