99876-44-5Relevant articles and documents
Structure and Reactivity of Highly Twisted N-Acylimidazoles
Stone, Elizabeth A.,Mercado, Brandon Q.,Miller, Scott J.
, p. 2346 - 2351 (2019)
A modular and efficient synthesis of highly twisted N-acylimidazoles is reported. These twist amides were characterized via X-ray crystallography, NMR spectroscopy, IR spectroscopy, and DFT calculations. Modification of the substituent proximal to the amide revealed a maximum torsional angle of 88.6° in the solid state, which may be the most twisted amide reported for a nonbicyclic system to date. Reactivity and stability studies indicate that these twisted N-acylimidazoles may be valuable, namely as acyl transfer reagents.