Addition of dissimilar carbenes across an unsymmetrically substituted alkyne: Regio-and stereoselective synthesis of trisubstituted 1,3-dienes

Joseph M. O'Connor, Ming Chou Chen, Ryan L. Holland, Arnold L. Rheingold

Research output: Contribution to journalArticlepeer-review

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Abstract

The formal addition of dissimilar carbenes across an unsymmetrically substituted alkyne has been achieved for the first time by a two-step sequence in which a cobalt-alkyne complex undergoes reaction with a carbene addend (CHR1) to give a metallacyclobutene complex, followed by reaction with a second carbene addend (CHR2) to give a mixture of diene complexes. In situ treatment of the diene mixture with fluoride leads to desilylation and conversion to a single cobalt-diene complex with a high degree of regio-and stereoselectivity.

Original languageEnglish
Pages (from-to)369-371
Number of pages3
JournalOrganometallics
Volume30
Issue number3
DOIs
StatePublished - 14 Feb 2011

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