Coumarin benzothiazole derivatives as chemosensors for cyanide anions

Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy
Kangnan WangYongxiao Xu

Abstract

Four coumarin benzothiazole derivatives, N-(benzo[d]thiazol-2-yl)-2-oxo-2H-chromene-3-carboxamide (1), (Z)-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 (Z)-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°. 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.

References

Oct 1, 1996·Occupational and Environmental Medicine·M SimJ McNeil
Dec 22, 2009·Chemical Society Reviews·Zhaochao XuJuyoung Yoon

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Citations

Apr 22, 2017·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Zian WangYatong Sun
Feb 28, 2016·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Muhan LiangYongxiao Xu
Aug 1, 2019·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Lingjie HouShaomin Shuang
Dec 17, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Amita MondalPriyabrata Banerjee
Jul 18, 2019·Chemical Reviews·Duxia CaoWeiying Lin

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