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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

Rezensent(en):
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
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Publikationsverlauf

Publikationsdatum:
20. April 2020 (online)

 
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Key words

Grubbs catalysts - olefin metathesis - ruthenium catalysis - ring-closing metathesis

Significance

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.


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Comment

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.


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Review

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


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