Rajendran NM,
Lu Q,
Bouffard J.
*
Ewha Womans University, Seoul, Republic of Korea
A Facile Preparation of N-Heterocyclic Olefins: RingOpening Polymerization of β-Butyrolactone and Frustrated Lewis Pair Reactivity.
Chem. Eur. J. 2024;
30: e202303358
DOI:
10.1002/chem.202303358
Key words
N-heterocyclic olefins - N-heterocyclic carbenes -
N-aziridinylimines - ring-opening polymerization
Significance
N-Heterocyclic olefins (NHO), also known as ene-1,1-diamines, are promising initiators and catalysts in ring-opening polymerizations (ROP) for producing biodegradable materials. However, difficulties with their preparation and isolation have limited their applications. Here, a convenient synthetic method is developed for NHOs from N-heterocarbenes and N-aziridinylimines.
Comment
A series of NHOs with diverse structures are prepared via a simple modular approach, which circumvents over-alkylation and in most cases complex purification procedures. The application as a Bronsted base initiator in ROP of β-butyrolactone is also demonstrated.
