Phosphite Esters: Reagents for Exploring S-Nitrosothiol Chemistry.

Chunrong LiuChung-Min ParkDifei WangMing Xian

Published in: Organic letters (2018)

The reactions between S-nitrosothiols and phosphite esters, including P(OPh)3, P(OBn)3, and P(OEt)3, were studied. Two different conjugated adducts, thiophosphoramidates and phosphorothioates, were formed, depending on the structures of the S-nitrosothiol substrate (e.g., primary vs tertiary). These reactions proceeded under mild conditions, and the reaction mechanisms were studied using experiments and calculations.

Keyphrases

density functional theory
molecular dynamics
solid state
photodynamic therapy
high resolution
molecular dynamics simulations
amino acid
electron transfer