607-01-2Relevant articles and documents
Decarboxylative Phosphine Synthesis: Insights into the Catalytic, Autocatalytic, and Inhibitory Roles of Additives and Intermediates
Jin, Shengfei,Haug, Graham C.,Nguyen, Vu T.,Flores-Hansen, Carsten,Arman, Hadi D.,Larionov, Oleg V.
, p. 9764 - 9774 (2019/10/14)
Phosphines are among the most widely used ligands, catalysts, and reagents. Current synthetic approaches to phosphines are dominated by nucleophilic displacement reactions with organometallic reagents. Here, we report a radical-based approach to phosphines that proceeds by a cross-electrophile coupling of chlorophosphines and redox-active esters. The reaction allows for the synthesis of a broad range of substituted phosphines that were not readily attainable with the present methods. Our experimental and DFT computational studies also clarified the catalytic, autocatalytic, and inhibitory roles of additives and intermediates, as well as the mechanistic details of the photocatalytic and zinc-mediated redox modes that can have implications for the mechanistic interpretation of other cross-electrophile coupling reactions.
Raney-Ni reduction of phosphine sulfides
Demchuk, Oleg M.,?wierczyńska, Wioletta,Dziuba, Kamil,Frynas, S?awomir,Flis, Anna,Pietrusiewicz, K. Micha?
, p. 64 - 68 (2016/12/24)
A variety of tertiary phosphine sulfides have been reduced by Raney-Ni to give the corresponding phosphineswith high efficiency and undermild conditions. Alkyl, aryl, acyclic, cyclic, aswell as sterically crowded phosphine sulfides are reduced with equal facility. Optically active P-stereogenic phosphine sulfides are reduced stereospecifically with clean retention of configuration at P. Reductions of unsaturated phosphinesulfides is not fully chemoselective and takes place with concomitant partial reduction of the double bond. Clean reduction of the unsaturated phosphine sulfides to the corresponding fully saturated phosphines can be achieved in one step by running the reduction under H2atmosphere (balloon).
Reduction of phosphine oxides to the corresponding phosphine derivatives in Mg/Me3SiCl/DMI system
Kuroboshi, Manabu,Kita, Toshihito,Aono, Asuka,Katagiri, Toshimasa,Kikuchi, Seiya,Yamane, Syoko,Kawakubo, Hiromu,Tanaka, Hideo
, p. 918 - 920 (2015/02/05)
Direct reductions of phosphine oxides to the corresponding phosphines were performed successfully by using Mg/Me3SiCl/DMI system. The reduction proceeded under mild conditions and was applicable to a wide range of phosphine oxides; triarylphosphine oxides, alkyldiarylphosphine oxides, and dialkylarylphosphine oxides gave the corresponding phosphines in good to excellent yields.