Structural and solvatochromic studies of a series of tricyanoquinodimethane-based zwitterions
Bell, Norman A., Crouch, David J., Simmonds, Derek J., Goeta, Andres E., Gelbrich, Thomas and Hursthouse, Michael B. (2002) Structural and solvatochromic studies of a series of tricyanoquinodimethane-based zwitterions. Journal of Materials Chemistry, 12, (5), 1274-1279. (doi: 10.1039/b111392p)
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Official URL: http://dx.doi.org/10.1039/b111392p
Description/Abstract
The synthesis and characterization of three new solvatochromic tricyanoquinodimethane zwitterionic systems is reported. (Z)-{β-[N-(1-Propyl)benzothiazolium-2-yl]-alpha-cyano-4-styryl}dicyanomethanide, C3H7(2)BT3CNQ, (Z)-{β-[ N-(1-propyl)benzothiazolium-2-yl]-alpha-cyano-4-(2,3,5,6-tetrafluorostyr yl)}dicyanomethanide, C3H7(2)BT3CNQF(4), and (Z)-{β-[N-(1-butyl)benzoselenazolium-2-yl]-alpha-cyano-4-styryl}dicya nomethanide, C4H9(2)BS3CNQ, exhibit negative solvatochromism, consistent with a transition from an ionic ground state to a significantly less polar excited state. X-Ray crystallography measurements confirm the zwitterionic ground state of these novel T3CNQ-based chromophores. The solvatochromic properties of these compounds are compared to those of a series of related quinolinium/pyridinium adducts, and also with those of the Reichardt betaine dye.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | n-phenoxide betaines, x-ray-diffraction, solvent polarities, dyes |
| Related URLs: | http://dx.doi.org/10.1039/b111392p |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 19672 |
| URI: | http://eprints.soton.ac.uk/id/eprint/19672 |
| Deposited On: | 17 Feb 2006 |
| Last Modified: | 01 Jun 2011 07:13 |
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