Synthesis 2024; 56(21): 3247-3252
DOI: 10.1055/a-2270-0665
paper
Special Issue PSRC-10 (10th Pacific Symposium on Radical Chemistry)

Synthesis of Phosphinoboranes via Coordination-Induced Bromine Abstraction of an Isolable Phosphinyl Radical with Bromoboranes

Shintaro Ishida
,
Yasuhiro Katayama
,
Fumiya Hirakawa
,
Takeaki Iwamoto
This work was supported by the JSPS KAKENHI grants JP19H02730 and JP22K18331 (S.I.).


Abstract

A stable dialkylphosphinyl radical reacted with bromoboranes to afford the corresponding phosphinoboranes accompanied with a bromophosphine under neutral condition at room temperature. The obtained phosphinoboranes have almost planar structures and have an effective P–B dative π-bond. The formation of phosphinoboranes would proceed via coordination-induced bromine abstraction from bromoboranes as a pivotal step, which was supported by the computational study.

Supporting Information



Publication History

Received: 25 January 2024

Accepted after revision: 15 February 2024

Accepted Manuscript online:
15 February 2024

Article published online:
01 March 2024

© 2024. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany