An Electrochemical Strategy to Synthesize Disilanes and Oligosilanes from Chlorosilanes**

Guan, Weiyang; Lu, Lingxiang; Jiang, Qifeng; Gittens, Alexandra F.; Wang, Yi; Novaes, Luiz F. T.; Klausen, Rebekka S.; Lin, Song

doi:10.1002/ange.202303592

An Electrochemical Strategy to Synthesize Disilanes and Oligosilanes from Chlorosilanes**

Journal Article · Mon May 15 00:00:00 EDT 2023 · Angewandte Chemie

DOI:https://doi.org/10.1002/ange.202303592· OSTI ID:1973868

^[1]; ^[1]; ^[2]; ^[2]; Wang, Yi ^[1]; Novaes, Luiz F. T. ^[1]; ^[2]; ^[1]

Department of Chemistry and Chemical Biology Cornell University Ithaca NY-14853 USA
Department of Chemistry Johns Hopkins University Baltimore MD-21218 USA

Abstract

Silanes are important compounds in industrial and synthetic chemistry. Here, we develop a general approach for the synthesis of disilanes as well as linear and cyclic oligosilanes via the reductive activation of readily available chlorosilanes. The efficient and selective generation of silyl anion intermediates, which are arduous to achieve by other means, allows for the synthesis of various novel oligosilanes by heterocoupling. In particular, this work presents a modular synthesis for a variety of functionalized cyclosilanes, which may give rise to materials with distinct properties from linear silanes but remain challenging synthetic targets. In comparison to the traditional Wurtz coupling, our method features milder conditions and improved chemoselectivity, broadening the functional groups that are compatible in oligosilane preparation. Computational studies support a mechanism whereby differential activation of sterically and electronically distinct chlorosilanes are achieved in an electrochemically driven radical‐polar crossover mechanism.

View Accepted Manuscript (Publisher)

Sponsoring Organization:: USDOE

Grant/Contract Number:: SC0020681

OSTI ID:: 1973868

Journal Information:: Angewandte Chemie, Journal Name: Angewandte Chemie Journal Issue: 26 Vol. 135; ISSN 0044-8249

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

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