Solid-State Structures and Solution Analyses of a Phenylpropylpyridine N-Oxide and an N-Methyl Phenylpropylpyridine

I Richter, Mark R Warren, J Minari, Souad A Elfeky, Wenbo Chen, Mary F Mahon, Paul Raithby, Tony D James, Kazuo Sakurai, Simon J Teat, Steven D Bull, John S Fossey

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

The crystal structures of phenylpropylpyridine-N-oxide and N-methyl-phenylpropylpyridinium iodide are compared, revealing that hydrogen bonding with the solvent molecule plays an important role in the N-oxide compound, whilst electrostatic interactions are predominant in controlling the solid-state orientation of the N-methylated compound. Fluorescence spectroscopy and NOESY indicate that in contrast to the previously reported pyridinium iodide, the N-oxide is not subject to intramolecular -stacking, as judged by excimer emission and a lack of corresponding cross peaks, respectively.
Original languageEnglish
Pages (from-to)194-198
Number of pages5
JournalChemistry - An Asian Journal
Volume4
Issue number1
DOIs
Publication statusPublished - 5 Jan 2009

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