Simple and Highly Z-Selective Ruthenium-Based Olefin Metathesis Catalyst

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• 作者：Giovanni Occhipinti ; Fredrik R. Hansen ; Karl W. T枚rnroos ; Vidar R. Jensen
• 刊名：The Journal of the American Chemical Society
• 出版年：2013
• 出版时间：March 6, 2013
• 年：2013
• 卷：135
• 期：9
• 页码：3331-3334
• 全文大小：199K
• 年卷期：v.135,no.9(March 6, 2013)
• ISSN：1520-5126

文摘

A one-step substitution of a single chloride anion of the Grubbs鈥揌oveyda second-generation catalyst with a 2,4,6-triphenylbenzenethiolate ligand resulted in an active olefin metathesis catalyst with remarkable Z selectivity, reaching 96% in metathesis homocoupling of terminal olefins. High turnover numbers (up to 2000 for homocoupling of 1-octene) were obtained along with sustained appreciable Z selectivity (>85%). Apart from the Z selectivity, many properties of the new catalyst, such as robustness toward oxygen and water as well as a tendency to isomerize substrates and react with internal olefin products, resemble those of the parent catalyst.