High Trans Kinetic Selectivity in Ruthenium-Based Olefin Cross-Metathesis through Stereoretention

被引:58
|
作者
Johns, Adam M. [1 ]
Ahmed, Tonia S. [2 ]
Jackson, Bradford W. [1 ]
Grubbs, Robert H. [2 ]
Pederson, Richard L. [1 ]
机构
[1] CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA
[2] Materia Inc, Pasadena, CA 91107 USA
基金
美国国家科学基金会;
关键词
RING-OPENING/CROSS-METATHESIS; TERMINAL OLEFINS; CATALYST; ALKYNES; MECHANISM; COMPLEX; HOMODIMERIZATION; HYDROGENATION; ETHENOLYSIS; DFT;
D O I
10.1021/acs.orglett.6b00031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first kinetically controlled, highly trans selective (>98%) olefin cross-metathesis reaction is demonstrated using Ru-based catalysts. Reactions with either trans or cis olefins afford products with highly trans or cis stereo chemistry, respectively. This E-selective olefin cross-metathesis is shown to occur between two trans olefins and between a trans olefin and a terminal olefin. Additionally, new stereoretentive catalysts have been synthesized for improved reactivity.
引用
收藏
页码:772 / 775
页数:4
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