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

Research output: Contribution to journalArticle


  • I Richter
  • MR Warren
  • J Minari
  • SA Elfeky
  • W Chen
  • ME Mahon
  • PR Raithby
  • TD James
  • K Sakurai
  • SJ Teat
  • SD Bull

Colleges, School and Institutes


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 pi-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
Issue number1
Publication statusPublished - 1 Jan 2009


  • fluorescence, cations, alkylpyridines, pi-stacking, hydrogen bonds