Novel synthesis and characterisation of 3,3-dimethyl-5′-(2-benzothiazolyl)-spironaphth(indoline-2,3′-[3H]naphth[2,1-b] [1,4]oxazine) derivatives

被引:18
作者
Alhashimy, Nameer [1 ]
Byrne, Robert [1 ]
Minkovska, Stela [1 ,2 ]
Diamond, Dermot [1 ]
机构
[1] Dublin City Univ, Sch Chem Sci, Natl Ctr Sensor Res, Adapt Sensors Grp, Dublin 9, Ireland
[2] Bulgarian Acad Sci, Inst Catalysis, Sofia 111, Bulgaria
基金
爱尔兰科学基金会;
关键词
Spirooxazine; Merocyanine; Photo-switchable sensors; Photochromism; PHOTOCHROMISM; SPIROPYRAN; COMPLEXATION; CHELATION; MEROCYANINES; SURFACE;
D O I
10.1016/j.tetlet.2009.03.080
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 Zn2+ complex by 20-fold compared to the methylated indole 6. (C) 2009 Published by Elsevier Ltd.
引用
收藏
页码:2573 / 2576
页数:4
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