Litcius/Paper detail

Ternary Photoredox/Nickel/Halide Catalysis for the Phosphorylation of Alcohols with White Phosphorus

Ziman Cai, Yumeng Zhang, Yidan Cao, Yan Liu, Guo Tang, Yufen Zhao

2023ACS Catalysis33 citationsDOI

Abstract

Dialkyl phosphites (DAPIs) are important precursors in the formation of phosphorus–carbon and phosphorus–heteroatom bonds with significant industrial applications. Traditional PCl 3 -based procedures suffer from high waste production and toxic reaction conditions. The direct conversion of white phosphorus (P 4 ) to DAPIs can circumvent these issues by avoiding the use of Cl 2 and PCl 3 . We present a waste-free, environmentally friendly approach for synthesizing DAPIs using P 4 and alcohols, leveraging a combination of photoredox catalyst, nickel catalyst, and halide anion. This photocatalytic method enables the efficient coupling of various alcohols. Advantageously, this method is also suitable for the synthesis of trialkyl phosphates and triaryl phosphorotrithioates.

Topics & Concepts

HalideWhite PhosphorusCatalysisChemistryNickelPhotoredox catalysisPhosphorusEnvironmentally friendlyHeteroatomPhotocatalysisOrganic chemistryInorganic chemistryCombinatorial chemistryAlkylBiologyEcologyOrganophosphorus compounds synthesisSulfur-Based Synthesis TechniquesChemical Synthesis and Reactions