Ferrocenyl-isoxazole Derivative: a Novel Electrochemical, Colorimetric and Fluorescent Multiple Signal Probe for Highly Selective Recognition of Cu2+ Ions  被引量:3

Ferrocenyl-isoxazole Derivative: a Novel Electrochemical, Colorimetric and Fluorescent Multiple Signal Probe for Highly Selective Recognition of Cu2+ Ions

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作  者:ZHANG Zhiqin HE Xinwei SHANG Yongjia YU Zhiyu WANG Sufan WU Fuli 

机构地区:[1]Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Key Laboratory of Molecule-based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, P R. China

出  处:《Chemical Research in Chinese Universities》2017年第1期31-35,共5页高等学校化学研究(英文版)

基  金:Supported by the National Natural Science Foundation of China(Nos.21172001, 21372008), the Natural Science Foundation of the Education Administration of Anhni Province, China(No.K J2016A267), the Special and Excellent Research Fund of Anhui Normal University, China and the Doctoral Scientific Research Foundation of Anhui Normal University, China(No.2016XJJ110).

摘  要:In this paper, a novel compound 3-(2-qninolyl)-5-ferrocenyl-isoxazole(5) with high selectivity toward Cu2+ over other heavy and transition-metal(HTM) ions was designed and synthesized in good yields. The compound not only could be used as an electrochemical probe for Cu2+ with an anodic peak shift of Fe(II)/Fe(III) redox couple, but also could be a colorimetric and fluorescent probe due to the detectable change in color by naked eyes and a significant fluorescence quenching of monomeric anthracene moiety. This highly selective sensing of Cu2+ may be attributed to the unprecedented intermolecular electron-transfer reorganization after the oxidation of the first single electron of compound 5, as indicated by electrospray ionization mass spectrometry(ESI-MS) and density functional theory(DFT) calculation results. To the best of our knowledge, this class of compounds have rarely been reported in the field of molecular sensing. It may have a potential significance for the application of the ferrocenyl-isoxazole derivative in molecular recognition.In this paper, a novel compound 3-(2-qninolyl)-5-ferrocenyl-isoxazole(5) with high selectivity toward Cu2+ over other heavy and transition-metal(HTM) ions was designed and synthesized in good yields. The compound not only could be used as an electrochemical probe for Cu2+ with an anodic peak shift of Fe(II)/Fe(III) redox couple, but also could be a colorimetric and fluorescent probe due to the detectable change in color by naked eyes and a significant fluorescence quenching of monomeric anthracene moiety. This highly selective sensing of Cu2+ may be attributed to the unprecedented intermolecular electron-transfer reorganization after the oxidation of the first single electron of compound 5, as indicated by electrospray ionization mass spectrometry(ESI-MS) and density functional theory(DFT) calculation results. To the best of our knowledge, this class of compounds have rarely been reported in the field of molecular sensing. It may have a potential significance for the application of the ferrocenyl-isoxazole derivative in molecular recognition.

关 键 词:FERROCENE ISOXAZOLE Receptor RECOGNITION Cu2+ 

分 类 号:O[理学]

 

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