Intramolecular        cation–π interactions control the conformation of nonrestricted (phenylalkyl)pyridines

Isabella Richter; Jusaku Minari; Philip Axe; John P. Lowe; Tony D. James; Kazuo Sakurai; Steven D. Bull; John S. Fossey

doi:10.1039/B716937J

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Intramolecularcation–π interactions control the conformation of nonrestricted (phenylalkyl)pyridines†

Isabella Richter,^a Jusaku Minari,^b Philip Axe,^a John P. Lowe,^c Tony D. James,^a Kazuo Sakurai,^b Steven D. Bull*^a and John S. Fossey*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, The University of Bath, Bath, UK
E-mail: s.d.bull@bath.ac.uk, j.fossey@bath.ac.uk

^b Faculty of Environmental Engineering, Department of Chemical Process and Environments, The University of Kitakyushu, 1-1, Hibikino, Wakamatsu-ku, Kitakyushu, Fukuoka, Japan

^c Bath NMR Spectroscopy, Department of Chemistry, The University of Bath, Bath, UK

Abstract

NOEsy and fluorescence spectroscopy reveal that conversion of conformationally flexible (phenylalkyl)pyridines into their corresponding N-methyl-pyridinium iodides results in intramolecular π-stacking.

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Article information

DOI: https://doi.org/10.1039/B716937J
Article type: Communication
Submitted: 01 Nov 2007
Accepted: 06 Dec 2007
First published: 08 Jan 2008

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Chem. Commun., 2008, 1082-1084

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Intramolecular cation–π interactions control the conformation of nonrestricted (phenylalkyl)pyridines

I. Richter, J. Minari, P. Axe, J. P. Lowe, T. D. James, K. Sakurai, S. D. Bull and J. S. Fossey, Chem. Commun., 2008, 1082 DOI: 10.1039/B716937J

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