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

被引：20

作者：

Richter, Isabella ^{[1
]}

Warren, Mark R. ^{[1
]}

Minari, Jusaku

Elfeky, Souad A. ^{[1
]}

Chen, Wenbo ^{[1
]}

Mahon, Mary E. ^{[1
]}

Raithby, Paul R. ^{[1
]}

James, Tony D. ^{[1
]}

Sakurai, Kazuo

Teat, Simon J. ^{[2
]}

Bull, Steven D. ^{[1
]}

Fossey, John S. ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

[2] Univ Calif Berkeley, Lawrence Berkeley Lab, Adv Light Source, Berkeley, CA 94720 USA

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2009年 / 4卷 / 01期

基金：

英国工程与自然科学研究理事会;

关键词：

cations; fluorescence; hydrogen bonds; alkylpyridines; pi-stacking; LEONARD LINKER COMPOUNDS; PI-STACKING INTERACTIONS; AROMATIC INTERACTIONS; CRYSTALLOGRAPHIC EVIDENCE; INTRAMOLECULAR CATION; ARENE INTERACTIONS; CONFORMATION; RECOGNITION; PROTEINS; KINETICS;

D O I：

10.1002/asia.200800255

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：194 / 198

页数：5

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