Air and water stable secondary phosphine oxides as diazaphospholene precatalysts
Travis Lundrigan, Chieh‐Hung Tien, Katherine N. Robertson, Alexander W. H. Speed
Abstract
Air-stable secondary phosphine oxides (SPOs) are readily formed from diazaphospholene bromides. In the presence of pinacolborane, these SPOs are transformed into catalytically active diazaphospholene hydrides. A silyl triflate transforms the SPOs into phosphenium triflates. The use of diazaphospholene SPOs as reduction reaction precatalysts was validated by imine reduction, conjugate reduction, pyridine hydroboration, and asymmetric reduction.
Topics & Concepts
PhosphineChemistryCatalysisOrganic chemistryPolymer chemistryOrganophosphorus compounds synthesisAsymmetric Hydrogenation and CatalysisSynthetic Organic Chemistry Methods