Amide–aromatic hydrogen-bonds in host–guest recognition
Abstract
Complexes between a macrocylic tetraamide and dicarbonyl substrates have been used to investigate the interaction of functional groups with the face of an aromatic ring; amide NH groups directed towards the π-electron density on the face of the ring produce a substantial increase in binding energy in chloroform which suggests that π-facial H-bonds can be important in molecular recognition.