Cobalt-Catalyzed Z to E Isomerization of Alkenes: An Approach to (E)-β-Substituted Styrenes
Cobalt-Catalyzed Z to E Isomerization of Alkenes: An Approach to (E)-β-Substituted Styrenes
复制标题
钴催化的烯烃 Z 至 E 异构化：制备 (E)-β-取代苯乙烯的方法
DOI：
10.1021/acs.orglett.0c00072
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发表时间：
2020-02-07
期刊：
影响因子：
5.2
通讯作者：
Xia, Yuanzhi
中科院分区：
文献类型：
--
作者：
Liu, Hongmei;Xu, Man;Xia, Yuanzhi
开发了一种使用酰胺基双膦配体的有效的钴催化的β-取代苯乙烯的Z至E异构化，提供具有良好的功能耐受性和高立体选择性的（E）-异构体。使用（Z）-和（E）-烯烃的混合物作为起始材料，该反应可以放大到克级，催化剂负载量为0.1摩尔%。初步的机理研究表明，钴（I）-氢化物和苄基钴物种可能参与反应，实验和DFT计算支持。
An efficient cobalt-catalyzed Z to E isomerization of beta-substituted styrenes using the amido-diphosphine ligand was developed, delivering the (E)-isomers with good functional tolerance and high stereoselectivity. The reaction could be scaled up to gram-scale with a catalyst loading of 0.1 mol %, using a mixture of (Z)- and (E)-alkene as the starting material. Preliminary mechanistic studies indicated that cobalt(I)-hydride and a benzylic-cobalt species were probably involved in the reaction, as supported by experiments and DFT calculations.