Synfacts 2020; 16(05): 0563
DOI: 10.1055/s-0040-1707550
Metals in Synthesis
© Georg Thieme Verlag Stuttgart · New York

Grubbs Catalyst 2nd Generation: Synthesis and Activity of Ruthenium-Based Olefin Metathesis Catalysts

Mark Lautens
Randy Sanichar
Scholl M, Ding S, Lee CW, Grubbs RH. * California Institute of Technology, USA
Synthesis and Activity of a New Generation of Ruthenium-Based Olefin Metathesis Catalysts Coordinated with 1,3-Dimesityl-4,5-dihydroimidazol-2-ylidene Ligands.

Org. Lett. 1999;
1: 953-956
Further Information

Publication History

Publication Date:
20 April 2020 (online)



Grubbs and co-workers reported a direct approach towards the preparation of the 4,5-dihydroimidazol-2-ylidene-substituted ruthenium-based catalysts. Compared to their predecessor, these 2nd generation catalysts display higher reactivity, better stability, and improved functional group tolerance.



Conveniently, these 2nd generation catalysts are air- and water-tolerant and can be handled without great loss in activity. Given the increased RCM activities observed with (A) and (B), the authors studied RCM at lower catalyst loadings and found 0.05 mol% to be an optimal lower limit in both cases.



O. M. Ogba, N. C. Warner, D. J. O’Leary, R. H. Grubbs Chem. Soc. Rev. 2018, 47, 4510–4544.