The Most Twisted Amide: Structure and Reactions

Angew Chem Int Ed Engl. 1998 Apr 3;37(6):785-786. doi: 10.1002/(SICI)1521-3773(19980403)37:6<785::AID-ANIE785>3.0.CO;2-J.

Abstract

The title amide 1 behaves more like a ketone-up to a point! The crystal structure of this (90°) twisted amide shows a pyramidal nitrogen atom next to a planar carbonyl group.

Keywords: Amides; Cage compounds; Ketones; Stereoelectronic effects.