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(C6 F5 )3 adduct was demonstrated.

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