posted on 2019-02-26, 19:08authored byTakuya Miwa, Ryo Shintani
An efficient synthesis
of 1,3-dialkylidene-2,3-dihydro-1H-benzo[c]siloles, a new type of silicon-bridged
π-conjugated compounds, was developed from a simple substrate
combination of dialkynylsilanes and arylboronic acids under rhodium
catalysis through the use of 1,4-rhodium migration. The reaction pathway
was probed by deuterium-labeling experiments, and the use of o-tolylboronic acids led to the formation of 6-membered
silacycles via 1,5-rhodium migration.