A Facile Preparation of N-Heterocyclic Olefins: Ring-Opening Polymerization of β-Butyrolactone and Frustrated Lewis Pair Reactivity**

Natesan Mannangatti Rajendran, Qi Lu, Jean Bouffard

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Abstract

A direct synthesis of N-heterocyclic olefins (NHOs) and their mesoionic congeners (mNHOs) from N-heterocyclic 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 an NHO-B(C6F5)3 adduct was demonstrated.

Original languageEnglish
Article numbere202303358
JournalChemistry - A European Journal
Volume30
Issue number8
DOIs
StatePublished - 7 Feb 2024

Bibliographical note

Publisher Copyright:
© 2023 Wiley-VCH GmbH.

Keywords

  • N-Heterocyclic olefins
  • N-aziridinylimine
  • N-heterocyclic carbenes
  • frustrated Lewis pairs
  • polymerization

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