Issue 1, 2025

Transformation of CO2 and isocyanates mediated by N-borane-substituted cyclic phosphine imides (BCPIs) via λ5-oxazaphosphetanes

Abstract

We herein report reliable evidence that λ5-oxazaphosphetane species are a key intermediate in the transformation of CO2 and isocyanates through their reaction with N-borane-substituted cyclic phosphine imides (BCPIs). We have isolated and fully characterized several λ5-oxazaphosphetane species prepared via formal [2 + 2] cycloaddition reactions between BCPIs and CO2 or isocyanates. The transformation of these λ5-oxazaphosphetanes via retro-ring opening reaction afforded an isocyanate and a carbodiimide from the CO2- and isocyanate-derived λ5-oxazaphosphetanes.

Graphical abstract: Transformation of CO2 and isocyanates mediated by N-borane-substituted cyclic phosphine imides (BCPIs) via λ5-oxazaphosphetanes

Supplementary files

Article information

Article type
Paper
Submitted
26 Medi 2024
Accepted
05 Tach 2024
First published
12 Tach 2024

Org. Biomol. Chem., 2025,23, 202-206

Transformation of CO2 and isocyanates mediated by N-borane-substituted cyclic phosphine imides (BCPIs) via λ5-oxazaphosphetanes

S. Nagai, S. Ogoshi and Y. Hoshimoto, Org. Biomol. Chem., 2025, 23, 202 DOI: 10.1039/D4OB01565G

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