"Off-on-off" type of selectively pH-sensing 8-hydroxyquinoline-substituted gallium() corrole

• Published in: New journal of chemistry Vol. 43; no. 46; pp. 1812 - 1817
• Main Authors: Cai, Fangjian, Xia, Fei, Guo, Yingxin, Zhu, Weihua, Fu, Bo, Liang, Xu, Wang, Shifa, Cai, Zhengchun, Xu, Haijun
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 25.11.2019; Royal Society of Chemistry
• Subjects: Chemistry; Chemistry, Multidisciplinary; Derivatives; Electrochemical analysis; Fluorescence; Gallium; Hydroxyquinoline; Mass spectrometry; NMR spectroscopy; Physical Sciences; Science & Technology; ELECTROCHEMISTRY; SHIFT; DESIGN; THERAPY; CHEMICAL SENSOR; FLUORESCENT-PROBES; ENERGY-TRANSFER; DEATH; PHOTOPHYSICAL PROPERTIES; CANCER
• ISSN: 1144-0546; 1369-9261
• DOI: 10.1039/c9nj04544a

We herein report the synthesis and pH-sensing properties of novel gallium corrole derivatives based on 8-hydroxyquinoline. The free base corrole and its gallium corrole derivatives were fully characterized using NMR spectroscopy and mass spectrometry. Their photophysical and electrochemical properties were also investigated using UV/Vis spectroscopy, fluorescence spectroscopy, MCD spectroscopy and cyclic voltammetry. A Ga-corrole derivative showed a good fluorescence response to change in pH in a wide pH range, from pH 1 to 12. Specifically, its fluorescence gradually diminished, from a high intensity at neutral pH, as the pH was either decreased or increased, i.e. , into acidic and basic conditions, respectively. These results indicated that the Ga-corrole derivative would be able to serve as an efficient "off-on-off" fluorescent sensor of pH in the solution state. We herein reported the synthesis and pH sensing property of a novel gallium corrole derivatives based on 8-hydroxyquinoline. Ga-corrole derivative showed good fluorescent response upon changing the pH values in the wide region of pH 1 to 12.