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Novel synthesis and characterisation of 3,3-dimethyl-50-(2-benzothiazolyl)- spironaphth(indoline-2,30-[3H]naphth[2,1-b] [1,4]oxazine) derivatives

Alhashimy, Nameer, Byrne, Robert, Minkovska, Stela and Diamond, Dermot orcid logoORCID: 0000-0003-2944-4839 (2009) Novel synthesis and characterisation of 3,3-dimethyl-50-(2-benzothiazolyl)- spironaphth(indoline-2,30-[3H]naphth[2,1-b] [1,4]oxazine) derivatives. Tetrahedron Letters, 50 (21). pp. 2573-2576. ISSN 0040-4039

Abstract
Novel modified spirooxazines (SOs) with additional chelating groups were synthesised and the crystal structure of one of these was determined. UV–vis spectroscopic characterization of the photoisomerization of the SO derivatives shows that the photochromic behaviour is altered with Zn2+ coordination. In particular, addition of a group as in carboxylic acid 5 to the indole section of the SO increases the lifetime of the merocyanine Zn 2+ complex by 20-fold compared to the methylated indole 6.
Metadata
Item Type:Article (Published)
Refereed:Yes
Uncontrolled Keywords:spirooxazine; merocyanine; photo-switchable sensors; photochromism;
Subjects:Physical Sciences > Photochemistry
Physical Sciences > Organic chemistry
Physical Sciences > Chemistry
DCU Faculties and Centres:DCU Faculties and Schools > Faculty of Science and Health > School of Chemical Sciences
Research Institutes and Centres > National Centre for Sensor Research (NCSR)
Research Institutes and Centres > CLARITY: The Centre for Sensor Web Technologies
Publisher:Elsevier
Official URL:http://dx.doi.org/10.1016/j.tetlet.2009.03.080
Use License:This item is licensed under a Creative Commons Attribution-NonCommercial-Share Alike 3.0 License. View License
Funders:Science Foundation Ireland
ID Code:14790
Deposited On:07 Aug 2009 14:49 by Robert Byrne . Last Modified 18 Sep 2018 15:23
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