A facile preparation of N-heterocyclic olefins: ring-opening polymerization of β-butyrolactone and frustrated Lewis pair reactivity

03 October 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A direct synthesis of N-heterocyclic olefins (NHOs) and their mesoionic congeners from N-hererocyclic carbenes and N-aziridinylimines is reported. The reaction provided diverse functionalized (m)NHOs and π-extended analogues. The prepared NHOs initiated the ring-opening polymerization of β-butyrolactone, and insertion of aldehyde and nitrile into a NHO–B(C6F5)3 adduct was demonstrated.

Keywords

N-heterocyclic olefins
N-heterocyclic carbenes
aziridinylimines
mesoionic carbenes

Supplementary materials

Title
Description
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Title
SI
Description
Experimental and spectroscopic characterization data; X-ray crystallographic details corresponding to CCDC number 2297947 for anti-6
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