2020年7月15日
The Effect of the Leaving Group in N-Heterocyclic Carbene-Catalyzed Nucleophilic Aromatic Substitution Reactions
Bulletin of the Chemical Society of Japan
- ,
- ,
- ,
- 巻
- 93
- 号
- 12
- 開始ページ
- 1424
- 終了ページ
- 1429
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1246/bcsj.20200210
- 出版者・発行元
- The Chemical Society of Japan
We report here that the reactivity order of the leaving group is F > Cl >= Br > I in N-heterocyclic carbene-catalyzed CSNAr reactions of aryl halides bearing an alpha,beta-unsaturated amide. Based on a qualitative Marcus analysis, the nature of the transition state in this catalytic CSNAr is primarily determined by the potential energy of the Meisenheimer complex, even though it is not involved as a discrete intermediate in the reaction pathway.
- リンク情報
- ID情報
-
- DOI : 10.1246/bcsj.20200210
- ISSN : 1348-0634
- eISSN : 1348-0634
- ORCIDのPut Code : 82778609
- Web of Science ID : WOS:000588498800003