<i>ipso</i> -Halogenation of Arylsilanes Using a Carborane Sulfide Catalyst

The <i>ipso</i>-halogenation of arylsilanes offers an attractive approach to access unconventional and synthetically challenging substitution patterns beyond the substrate-dependent regioselectivity of conventional electrophilic halogenation. We demonstrate the desilylative halogenation of arylsilanes using the Carborane-SMe catalyst. The method can be applied to electron-deficient substrates and robust silyl groups, and the mild conditions provide notable functional-group tolerance.

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Publication Details

Journal
Organic Letters
Published
2026-03-23
DOI
https://doi.org/10.1021/acs.orglett.6c00588
Primary Topic
Boron Compounds in Chemistry
Type
article
Field-Weighted Citation Impact
0.00
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article

ipso -Halogenation of Arylsilanes Using a Carborane Sulfide Catalyst

Koji Hirano, Yuji Nishii, Masanobu Ogikubo
Organic Letters
Boron Compounds in Chemistry
article

ipso -Halogenation of Arylsilanes Using a Carborane Sulfide Catalyst

Koji Hirano, Yuji Nishii, Masanobu Ogikubo
article en

Abstract

The <i>ipso</i>-halogenation of arylsilanes offers an attractive approach to access unconventional and synthetically challenging substitution patterns beyond the substrate-dependent regioselectivity of conventional electrophilic halogenation. We demonstrate the desilylative halogenation of arylsilanes using the Carborane-SMe catalyst. The method can be applied to electron-deficient substrates and robust silyl groups, and the mild conditions provide notable functional-group tolerance.

Organic Letters
Center for Research and Interdisciplinarity (FR), Institute for Schools of the Future (US), Graduate School USA (US)
Openalex Percentile: Top 14%
Boron Compounds in Chemistry
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