posted on 2014-10-03, 00:00authored byPing Li, Trent M. Parker, Jungwun Hwang, Fengyuan Deng, Mark D. Smith, Perry
J. Pellechia, C. David Sherrill, Ken D. Shimizu
CH−π
interactions have been cited as an important
contributor to carbohydrate recognition. To determine whether N-heterocycles form stronger CH−π interactions,
the interactions of methyl ether groups with heterocyclic and nonheterocyclic
aromatic surfaces were studied. Both experimental and computational
experiments found that N-heterocyclic aromatic surfaces
formed stronger interactions. This enhancement was attributed to attractive
dipole–dipole interactions between the methyl ether C–O
bond and the N-heterocyclic aromatic dipole.