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The CH-π interactions of methyl ethers as a model for carbohydrate-N-heteroarene interactions
Ping Li1, Trent M Parker, Jungwun Hwang
1Department of Chemistry and Biochemistry, University of South Carolina , Columbia, South Carolina 29208, United States.
Abstract:
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.
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