Marx Vanessa M, Sullivan Alexandra H, Melaimi Mohand, Virgil Scott C, Keitz Benjamin K, Weinberger David S, Bertrand Guy, Grubbs Robert H
Department of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA).
Angew Chem Int Ed Engl. 2015 Feb 2;54(6):1919-23. doi: 10.1002/anie.201410797. Epub 2014 Dec 17.
An expanded family of ruthenium-based metathesis catalysts bearing cyclic alkyl amino carbene (CAAC) ligands was prepared. These catalysts exhibited exceptional activity in the ethenolysis of the seed-oil derivative methyl oleate. In many cases, catalyst turnover numbers (TONs) of more than 100,000 were achieved, at a catalyst loading of only 3 ppm. Remarkably, the most active catalyst system was able to achieve a TON of 340,000, at a catalyst loading of only 1 ppm. This is the first time a series of metathesis catalysts has exhibited such high performance in cross-metathesis reactions employing ethylene gas, with activities sufficient to render ethenolysis applicable to the industrial-scale production of linear α-olefins (LAOs) and other terminal-olefin products.
制备了一系列带有环状烷基氨基卡宾(CAAC)配体的钌基复分解催化剂。这些催化剂在种子油衍生物油酸甲酯的乙烯分解反应中表现出卓越的活性。在许多情况下,仅在3 ppm的催化剂负载量下就能实现超过100,000的催化剂转化数(TONs)。值得注意的是,活性最高的催化剂体系在仅1 ppm的催化剂负载量下就能达到340,000的TON。这是首次有一系列复分解催化剂在使用乙烯气体的交叉复分解反应中表现出如此高性能,其活性足以使乙烯分解适用于线性α-烯烃(LAOs)和其他末端烯烃产品的工业规模生产。