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Full Paper
Quantitative Four-State Conformational Analysis by Ring Current NMR Anisotropy: A Family of Molecules Capable of Intramolecular π-Stacking
Article first published online: 16 SEP 2003
DOI: 10.1002/ejoc.200300302
Copyright © 2003 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Chen, J. and Cammers-Goodwin, A. (2003), Quantitative Four-State Conformational Analysis by Ring Current NMR Anisotropy: A Family of Molecules Capable of Intramolecular π-Stacking. European Journal of Organic Chemistry, 2003: 3861–3867. doi: 10.1002/ejoc.200300302
Publication History
- Issue published online: 16 SEP 2003
- Article first published online: 16 SEP 2003
- Manuscript Received: 15 MAY 2003
- Abstract
- Article
- References
- Cited By
Keywords:
- Conformation analysis;
- NMR spectroscopy;
- Molecular dynamics;
- Density functional calculations;
- Stacking interactions
Abstract
A novel, multi-state, conformational analysis based on the magnetic anisotropy of molecules undergoing fast dynamic exchange is described. Calculated chemical shift tensors combined with experimental data from proton NMR studies were used to quantify conformational distributions as a function of solvent and temperature for a hydrocarbon and two fluorocarbon derivatives of N,N′-[1,3-phenylenebis(methylene)]bis(2-phenylpyridinium) dibromide. Inspection for adequate analyses involved confirming that the mathematical expressions conserved magnetization (mass). Enthalpic parameters from VT-NMR gave some indication of the nature of the impact of solvent on conformation. Results indicated that electrostatic interactions between aromatic rings can strongly impact organic conformation in solution. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)