A Remarkable Catalyst-Free Photochemical Alkene Hydrophosphination with Bis(trimethylsilyl)phosphonite
Open Access
- 3 June 2025
- journal article
- Published by American Chemical Society (ACS) in JACS Au
- Vol. 5 (6) , 2861-2870
Abstract
This publication delves into a comprehensive exploration of a new synthetic route to functionalized phosphorus-derived compounds. Bis(trimethylsilyl)phosphonite HP(OSiMe3)2, prepared in a high yield from H3PO2, was found to be an excellent reagent for hydrophosphination of activated, unactivated, and amino acid-derived olefins under UV irradiation and catalyst-, solvent- and glovebox-free conditions. The resulting phosphorus trivalent compounds have been subjected to postfunctionalization, leading to the formation of H-phosphinate, phosphonate, and thiophosphonate end products in good to excellent yields. With a combination of experimental and theoretical calculations, the mechanism for this hydrophosphination reaction has been investigated, revealing a radical process.Keywords
Funding Information
- Universit? Mohammed VI Polytechnique (UM6P-MIT)
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