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Issue 21, 2012
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The supramolecular assemblies of 7-amino-2,4-dimethylquinolinium salts and the effect of a variety of anions on their luminescent properties

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Abstract

The 7-amino-2,4-dimethylquinolinium salts with a variety of anions (Cl, HCOO, CH3COO, PhCOO, L-HOOCCH(OH)CH(OH)COO) have been synthesized and characterized. The crystal structures of these salts were determined by single-crystal X-ray diffraction. The structure analysis confirms that the nitrogen atoms in the quinoline rings are protonated in all salts. The two solvates have been obtained and thereby provide a useful complement to cocrystal screening. All the quinolinium salts display interesting three dimensional supramolecular networks. The hydrogen bonding interactions observed in all of the salts are N–H⋯O, O–H⋯O and N–H⋯Cl, together with weak C–H⋯O, C–H⋯N, C–H⋯Cl hydrogen bonds. The weak C/N–H⋯π contacts and π–π stacking interactions involving the quinoline moieties also exist in quinolinium salts. The observed noncovalent interactions become prominent in stabilizing their crystal packing. The 7-amino-2,4-dimethylquinolinium salts show strong luminescence in the solid state and solution in the range 422–534 nm. The solid-state emission spectra of the quinolinium salts are sensitive to the anion species, and highly dependent on the nature of the stacking interactions.

Graphical abstract: The supramolecular assemblies of 7-amino-2,4-dimethylquinolinium salts and the effect of a variety of anions on their luminescent properties

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Supplementary files

Article information


Submitted
13 Feb 2012
Accepted
20 Jul 2012
First published
23 Jul 2012

CrystEngComm, 2012,14, 7275-7286
Article type
Paper

The supramolecular assemblies of 7-amino-2,4-dimethylquinolinium salts and the effect of a variety of anions on their luminescent properties

Q. Su, M. He, Q. Wu, W. Gao, H. Xu, L. Ye and Y. Mu, CrystEngComm, 2012, 14, 7275
DOI: 10.1039/C2CE25883H

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