Increased efficiency in cross-metathesis reactions of sterically hindered olefins

Ian C. Stewart, Christopher J. Douglas, Robert H. Grubbs

Research output: Contribution to journalArticlepeer-review

147 Scopus citations


Efficiency in olefin cross-metathesis reactions is affected upon reducing the steric bulk of N-heterocyclic carbene ligands of ruthenium-based catalysts. For the formation of disubstituted olefins containing one or more allylic substituents, the catalyst bearing N-toiyl groups is more efficient than the corresponding N-mesityl catalyst. In contrast, the formation of trisubstituted olefins is more efficient using the W-mesitylcontaining catalyst. A hypothesis to explain this dichotomy is described.

Original languageEnglish (US)
Pages (from-to)441-444
Number of pages4
JournalOrganic Letters
Issue number3
StatePublished - Feb 7 2008


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