Enhanced Reactivity of N-heterocyclic Halophosphines and Phosphenium Cations: The Activation of Carbon─Heteroatom and Boron─Heteroatom Bonds.

ABSTRACT: N-heterocyclic phosphines (NHPs), and especially their ionic derivatives, phosphenium cations, have gained significant attention not only as isoelectronic species to N-heterocyclic carbenes (NHCs) but mainly, as highly Lewis acidic, active organocatalysts. A novel type of saturated NHPs has been introduced, with the nitrogen atoms substituted by phosphoramidothioates-{[κ²-O,O-(OCH₂C(Me)₂CH₂O)P(= S)]₂-μ-[NCH₂CH₂N]}PX, where X = F, Cl, Br, I, H, Ph, and their derivatives. Thanks to an increased positive charge at the P(III) atom, these compounds are prone to activate C─O, B─H, B─C, or B─F bonds and open cyclic ethers through the formation of intermediate species-phosphenium cations. The hydrido derivative can effect

SUBMITTER: Samsonov MA 

PROVIDER: S-EPMC12363437 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature