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Highly efficient ruthenium catalysts for the formation of tetrasubstituted olefins via ring-closing metathesis.

Organic letters (2007-03-24)
Ian C Stewart, Thay Ung, Alexandre A Pletnev, Jacob M Berlin, Robert H Grubbs, Yann Schrodi
RÉSUMÉ

[reaction: see text] A series of ruthenium-based metathesis catalysts with N-heterocyclic carbene (NHC) ligands have been prepared in which the N-aryl groups have been changed from mesityl to mono-ortho-substituted phenyl (e.g., tolyl). These new catalysts offer an exceptional increase in activity for the formation of tetrasubstituted olefins via ring-closing metathesis (RCM), while maintaining high levels of activity in ring-closing metathesis (RCM) reactions that generate di- and trisubstituted olefins.

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Sigma-Aldrich
Hoveyda-Grubbs Catalyst® M720, Umicore, 97%
Sigma-Aldrich
[1,3-Bis(2-methylphenyl)-2-imidazolidinylidene]dichloro(2-isopropoxyphenylmethylene)ruthenium(II), Umicore
Sigma-Aldrich
Hoveyda-Grubbs Catalyst® M721 ChemBeads