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Cobalt-Catalyzed Migration Isomerization of Dienes
Organic Letters ( IF 5.2 ) Pub Date : 2022-06-21 , DOI: 10.1021/acs.orglett.2c01701
Jiajin Zhao 1 , Guoxiong Xu 1, 2, 3, 4, 5 , Xue Wang 1 , Jiren Liu 1, 2, 3, 4, 5 , Xiang Ren 1 , Xin Hong 1, 2, 3, 4, 5 , Zhan Lu 1, 2, 6
Affiliation  

A cobalt-catalyzed multipositional isomerization of conjugated dienes has been reported for the first time using an 8-oxazoline iminoquinoline ligand. This reaction is operationally simple and atom-economical using readily available starting materials with an E/Z mixture to access disubstituted 1,3-dienes with excellent yields and good E,E stereoselectivity. The mechanism via alkene insertion of cobalt hydride species and β-H elimination of a π-allyl cobalt intermediate is proposed on the basis of deuterium labeling and control experiments and density functional theory calculations.

中文翻译:

钴催化的二烯迁移异构化

使用 8-恶唑啉亚氨基喹啉配体首次报道了钴催化的共轭二烯的多位异构化。该反应操作简单且原子经济,使用容易获得的起始材料和E/Z混合物来获得二取代的 1,3-二烯,具有优异的收率和良好的EE立体选择性。在氘标记和控制实验以及密度泛函理论计算的基础上,提出了通过烯烃插入氢化钴物种和β-H消除π-烯丙基钴中间体的机理。
更新日期:2022-06-21
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