Tertiary Amine-Mediated Reductions of Phosphine Oxides to Phosphines
Keshu Yin, Mingjie Wei, Zhenguo Wang, Wenjun Luo, Le Li
Abstract
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.
Topics & Concepts
ChemistryPhosphineHydrideTetramethylethylenediamineAmine gas treatingSalt (chemistry)AdductCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalysisMetalAsymmetric Hydrogenation and CatalysisChemical Synthesis and ReactionsChemical Synthesis and Analysis