Rhodium-Catalyzed Synthesis of Silicon-Bridged 1,2-Dialkenylbenzenes via 1,4-Rhodium Migration

Autor: Ryo Shintani, Takuya Miwa
Rok vydání: 2019
Předmět:
Zdroj: Organic Letters. 21:1627-1631
ISSN: 1523-7052
1523-7060
DOI: 10.1021/acs.orglett.9b00167
Popis: An efficient synthesis of 1,3-dialkylidene-2,3-dihydro-1 H-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.
Databáze: OpenAIRE