Fundamental Properties of N-Alkenylaziridines - Implications for the Design of New Reactions and Organocatalysts
The success of many organocatalysts depends on the proper modulation of electronic properties of amines and their derived enamines and iminium ions. We and others have been fascinated with the differences in reactivity observed for aziridines versus other amines in many reactions. Herein we report a theoretical assessment (using B3LYP/6‐31 + G(d,p)) of the π‐donating ability of aziridines relative to other amines and discuss the implications for enamine and iminium ion reactivity.
N‐alkenylaziridine, organocatalysis, B3LYP, DFT
Siebert, Matthew R., and Dean J. Tantillo. "Fundamental properties of N‐alkenylaziridines—implications for the design of new reactions and organocatalysts." Journal of Physical Organic Chemistry 24, no. 6 (2011): 445-449.
Journal of Physical Organic Chemistry