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

doi:10.1002/asia.200800255

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

Department of Chemistry

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20 Citations (SciVal)

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 language	English
Pages (from-to)	194-198
Number of pages	5
Journal	Chemistry - An Asian Journal
Volume	4
Issue number	1
DOIs	https://doi.org/10.1002/asia.200800255
Publication status	Published - 5 Jan 2009

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title = "Solid-State Structures and Solution Analyses of a Phenylpropylpyridine N-Oxide and an N-Methyl Phenylpropylpyridine",

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.",

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

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T1 - Solid-State Structures and Solution Analyses of a Phenylpropylpyridine N-Oxide and an N-Methyl Phenylpropylpyridine

AU - Richter, I

AU - Warren, Mark R

AU - Minari, J

AU - Elfeky, Souad A

AU - Chen, Wenbo

AU - Mahon, Mary F

AU - Raithby, Paul

AU - James, Tony D

AU - Sakurai, Kazuo

AU - Teat, Simon J

AU - Bull, Steven D

AU - Fossey, John S

PY - 2009/1/5

Y1 - 2009/1/5

N2 - 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.

AB - 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.

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DO - 10.1002/asia.200800255

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EP - 198

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 1

ER -

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

Abstract

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