期刊
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
卷 144, 期 -, 页码 235-242出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.saa.2015.02.072
关键词
Coumarin benzothiazole derivative; Cyanide anion; Chemosensor; Crystal structure
类别
资金
- National Natural Science Foundation of China [20802026, 50803033, 51373069]
- Natural Science Foundation of Shandong Province [ZR2013BM005, ZR2013BQ022]
- Scientific Research Foundation for the Returned Overseas Chinese Scholars [20121707]
- China Scholarship Council [2011837112]
- Independent Innovation Foundation of Shandong University
- Shandong college research program [J11LB15]
- Science and Technology Plan Project of Zhejiang Province [2014F50035]
Four coumarin benzothiazole derivatives, N-(benzo[d]thiazol-2-yl)-2-oxo-2H-chromene-3-carboxamide (1), (2)-N-(3-methylbenzo[d]thiazol-2(3H)-ylidene)-2-oxo-2H-chromene-3-carboxamide (2), 7-(diethylamino)-N-(benzo[d]thiazol-2-yl)-2-oxo-2H-chromene-3-carboxamide (3) and (2)-7-(diethylamino)-N-(3-methylbenzo[d]thiazol-2(3H)-ylidene)-2-oxo-2H-chromene-3-carboxamide) (4), have been synthesized. Their crystal structures, photophysical properties in acetonitrile and recognition properties for cyanide anions have been investigated. All the compounds are generally planar, especially compound 1 exhibits perfect planarity with dihedral angle between benzothiazolyl group and coumarin group being only 3.63 degrees. Coumarin benzothiazole compounds 1 and 3 can recognize cyanide anions by Michael addition reaction and compound 3 exhibits color change from yellow to colorless and green fluorescence was quenched completely, which can be observed by naked eye. Coumarin benzothiazolyliden compound 4 can recognize cyanide anions with fluorescence turn-on response based on the copper complex ensemble displacement mechanism. (C) 2015 Elsevier B.V. All rights reserved.
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