Stabilization Effects in Phosphinyl Radicals: The Scope of the Donor, Acceptor, and Captodative Functionalization.

ABSTRACT: Accessing stable phosphinyl radicals continues to pose a major synthetic challenge. To aid the effective design of such radicals and to understand their behaviors, this computational study systematically explores the possibilities and limitations of electronic and steric effects governing the stability of phosphinyl radicals, with a particular focus on captodative substitutions. To decipher the delocalization effects, the electronic structures of various radicals have been scrutinized by their spin distributions and using natural bonding orbital analyses. The best stabilization effects are primarily offered by π-donor groups; however, the most efficient π-donors are exceptions and suffer from a saturation effect. To compensate for this disadvantageous phenomenon, various captodative substi

SUBMITTER: Kaymak P 

PROVIDER: S-EPMC12673518 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature