Tertiary Amine-Mediated Reductions of Phosphine Oxides to Phosphines

The reduction of phosphine oxides without the use of highly reactive reductants represents a safer and more sustainable solution for recycling of organophosphorus compounds. Herein, we disclose an N,N,N',N'-tetramethylethylenediamine (TMEDA)-mediated reduction via an unusual intermolecular hydride transfer. Mechanistic studies suggest that TMEDA serves as a hydride donor, while the P(V) halophosphonium salt acts as the hydride acceptor. This methodology provides a scalable and efficient protocol to reduce phosphine oxides under mild conditions.