Increased efficiency in cross-metathesis reactions of sterically hindered olefins
Increased efficiency in cross-metathesis reactions of sterically hindered olefins
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DOI：
10.1021/ol702624n
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发表时间：
2008-02-07
期刊：
影响因子：
5.2
通讯作者：
Grubbs, Robert H.
中科院分区：
文献类型：
--
作者：
Stewart, Ian C.;Douglas, Christopher J.;Grubbs, Robert H.
减少钌基催化剂的N-杂环卡宾配体的空间体积会影响烯烃交叉复分解反应的效率。对于形成含有一个或多个烯丙基取代基的二取代烯烃，带有N-甲苯基的催化剂比相应的N-均三甲苯基催化剂更有效。相反，使用含N-均三甲苯基的催化剂形成三取代烯烃更有效。描述了解释这种二分法的假设。
Efficiency in olefin cross-metathesis reactions is affected upon reducing the steric bulk of N-heterocyclic carbene ligands of ruthenium-based catalysts. For the formation of disubstituted olefins containing one or more allylic substituents, the catalyst bearing N-tolyl groups is more efficient than the corresponding N-mesityl catalyst. In contrast, the formation of trisubstituted olefins is more efficient using the N-mesityl-containing catalyst. A hypothesis to explain this dichotomy is described.