title: Coumarin benzothiazole derivatives as chemosensors for cyanide anions.
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.
authors.affiliation: School of Material Science and Engineering, Shandong Provincial Key Laboratory of Preparation and Measurement of Building Materials, University of Jinan, Jinan 250022, Shandong, China.
authors.forename: Kangnan
authors.initials: K
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Crystal Materials, Shandong University, Jinan 250100, Shandong, China. Electronic address: zqliu@sdu.edu.cn.
authors.forename: Zhiqiang
authors.initials: Z
authors.lastname: Liu
authors.affiliation: School of Material Science and Engineering, Shandong Provincial Key Laboratory of Preparation and Measurement of Building Materials, University of Jinan, Jinan 250022, Shandong, China.
authors.forename: Ruifang
authors.initials: R
authors.lastname: Guan
authors.affiliation: School of Material Science and Engineering, Shandong Provincial Key Laboratory of Preparation and Measurement of Building Materials, University of Jinan, Jinan 250022, Shandong, China. Electronic address: duxiacao@ujn.edu.cn.
authors.forename: Duxia
authors.initials: D
authors.lastname: Cao
authors.affiliation: School of Chemistry and Chemical Engineering, Taishan Medical University, Tai'an 271016, Shandong, China.
authors.forename: Hongyu
authors.initials: H
authors.lastname: Chen
authors.affiliation: School of Material Science and Engineering, Shandong Provincial Key Laboratory of Preparation and Measurement of Building Materials, University of Jinan, Jinan 250022, Shandong, China.
authors.forename: Yanyan
authors.initials: Y
authors.lastname: Shan
authors.affiliation: School of Material Science and Engineering, Shandong Provincial Key Laboratory of Preparation and Measurement of Building Materials, University of Jinan, Jinan 250022, Shandong, China.
authors.forename: Qianqian
authors.initials: Q
authors.lastname: Wu
authors.affiliation: School of Material Science and Engineering, Shandong Provincial Key Laboratory of Preparation and Measurement of Building Materials, University of Jinan, Jinan 250022, Shandong, China.
authors.forename: Yongxiao
authors.initials: Y
authors.lastname: Xu
mesh_terms: D000097:Acetonitriles / Q000737:chemistry; D000838:Anions / Q000032:analysis*; D052160:Benzothiazoles / Q000138:chemical synthesis / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry*; D003486:Cyanides / Q000032:analysis*; D008968:Molecular Conformation; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000097:Acetonitriles; D000838:Anions; D052160:Benzothiazoles; D003374:Coumarins; D003486:Cyanides; C104515:benzothiazole coumarin; C032159:acetonitrile
keywords: Chemosensor; Coumarin benzothiazole derivative; Crystal structure; Cyanide anion