Issue 25, 2022

Highly selective addition of cyclosilanes to alkynes enabling new conjugated materials

Abstract

Main group organometallic compounds can exhibit unusual optical properties arising from hybrid σ,π-conjugation. While linear silanes are extensively studied, the shortage of methods for the controlled synthesis of well-defined cyclic materials has precluded the study of cyclic conjugation. Herein we report that Ru-catalyzed addition of cyclosilanes to aryl acetylenes (hydrosilylation) proceeds with high chemoselectivity, regioselectivity, and diastereoselectivity, affording complex organosilanes that absorb visible light. We further show that the hydrosilylation products are useful building blocks towards novel conjugated polymers.

Graphical abstract: Highly selective addition of cyclosilanes to alkynes enabling new conjugated materials

Supplementary files

Article information

Article type
Edge Article
Submitted
23 Mar 2022
Accepted
03 Jun 2022
First published
06 Jun 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2022,13, 7587-7593

Highly selective addition of cyclosilanes to alkynes enabling new conjugated materials

Q. Jiang, A. F. Gittens, S. Wong, M. A. Siegler and R. S. Klausen, Chem. Sci., 2022, 13, 7587 DOI: 10.1039/D2SC01690G

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