In Situ Generation of Ru-Based Metathesis Catalyst. A Systematic Study

被引:14
作者
Mueller, Daniel S. [1 ]
Raoul, Yann [2 ]
Le Notre, Jerome [3 ]
Basle, Olivier [1 ,4 ]
Mauduit, Marc [1 ]
机构
[1] Univ Rennes, CNRS, UMR 6226, ISCR,Ecole Natl Super Chim Rennes, F-35000 Rennes, France
[2] OLEON SAS, Venette BP 20609, F-60206 Compiegne, France
[3] PIVERT SAS, Rue Rives Oise CS50149, F-60201 Compiegne, France
[4] CNRS, UPR 8241, Lab Chim Coordinat, 205 Route Narbonne, F-31077 Toulouse 04, France
关键词
olefin metathesis; ruthenium; arene complexes; in situ; N-heterocyclic carbene ligand; RING-CLOSING METATHESIS; OLEFIN METATHESIS; RUTHENIUM; POLYMERIZATION; COMPLEXES; CARBENE; DECOMPOSITION; DERIVATIVES; NORBORNENE; LIGANDS;
D O I
10.1021/acscatal.9b00244
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A systematic study for the in situ generation of Ru-based metathesis catalysts was described. Assembly of commercially available and inexpensive reagents [Ru(p-cymene)Cl-2](2), SIPr center dot HCl, and n-BuLi led to the formation of 18 electron arene-ruthenium complexes that, in the presence of additives such as alkynes, cyclopropenes, and diazoesters, generated highly selective and efficient catalytic systems applicable to a variety of olefin metathesis transformations. Notably, we were able to achieve a productive TON of 4500 for the self-metathesis of methyl oleate, a reaction which could be easily upscaled to 2 kg.
引用
收藏
页码:3511 / 3518
页数:15
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