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DOI: 10.1039/A902676B (Paper) Reference Section for: Chem. Commun., 1999, 1553-1554

Intramolecular C–H‥O hydrogen bonding reduces cation complexation strength in a fluorescent crown ether

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Stephen L. De Wall, Eric S. Meadows, Leonard J. Barbour and George W. Gokel

Abstract

Complexes of the fluorescent crown ether, N,N-bis(9-anthrylmethyl)-4,13-diaza-18-crown-6, with NaI3 and KSCN reveal the presence of intramolecular C–H‥O hydrogen bonds that appear to control conformation and lead to reduced cation binding affinity.

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