Herein, we report on the unprecedented
dimerization of 1,6-enynes
using a commercially available ruthenium complex RuCl2(PPh3)3, which results in a series of bicyclo[3.1.0]hexyl
allene derivatives in moderate to excellent yields. Mechanistic investigation
indicates that the in-situ-generated ruthenium vinylidene undergoes
a site-selective metathesis process to provide allenyl ruthenium carbene,
which can be intramolecularly trapped by the pendent C=C bond of enyne
through a [2 + 2] cycloaddition/metal elimination process.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.