Work

Silyl Radical Formation from Silanethiols via Sulfur Atom Transfer with Phosphinites

Year: 2026

Type: article

Abstract: Silanethiols facilitate H atom-transfer processes in a variety of radical-mediated reactions. This work outlines how silanethiols form silyl radical intermediates via S atom transfer to phosphinites, as detected by isotopically labeled H atom transfer, halogen atom transfer, and alkene hydrosilylation. This contrasts with other thermodynamically downhill S atom-transfer processes via selective phosphoranyl radical fragmentation, as the process for silanethiols is essentially thermoneutral and likely favorable due to radical polarity matching.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.6c00965

Authors: Victoria L. Lerda, Valerie A. Schmidt

Institution: University of California San Diego

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institutes of Health, National Institute of General Medical Sciences

Award: Radical-Mediated Atom-Transfer Strategies for Chemical Synthesis