Photo-promoted Skeletal Rearrangement of Phosphine-Borane Frustrated Lewis Pairs Involving Cleavage of Unstrained C-C σ-Bonds.

Tatsuyoshi ItoNobuharu IwasawaJun Takaya

Published in: Angewandte Chemie (International ed. in English) (2020)

An unprecedented photo-promoted skeletal rearrangement reaction of phosphine-borane frustrated Lewis pairs, o-(borylaryl)phosphines, involving cleavage of an unstrained sp2 C-sp3 C σ-bond is reported. The reaction realizes an efficient synthesis of cyclic phosphonium borate compounds. The reaction mechanism via a boranorcaradiene intermediate is proposed based on theoretical calculations. This work sheds light on the new photoreactivity of phosphine-borane FLPs.

Keyphrases

electron transfer
dna binding
ionic liquid
molecular dynamics
density functional theory
transcription factor