title: Novel styrylbenzothiazolium dye-based sensor for mercury, cyanide and hydroxide ions.
abstract: We report the design and synthesis of a novel styrylbenzothiazolium (3) derivative developed as a fluorescent and colorimetric chemodosimeter with high selectivity toward Hg(2+), CN(-) and OH(-) ions. An obvious loss of pink color in the presence of Hg(2+) and CN(-) ions could make it a suitable "naked eye" indicator. We propose a sensing mechanism whereby the benzenoid form is changed to a quinoid form upon Hg(2+) binding in a 1:1 stoichiometric ratio. More significantly, the styrylbenzothiazolium-Hg(2+) and styrylbenzothiazolium-CN(-) complexes exhibited a dual-channel chromo-fluorogenic response. The sensors exhibit remarkable Hg(2+)-, CN(-)-, and OH(-)-selective red fluorescence but remain dark-green in the presence of a wide range of tested metal ions and anions.
authors.affiliation: Department of Advanced Organic Materials Science and Engineering, Kyungpook National University, Daegu 702-701, South Korea.
authors.forename: Seon-Young
authors.initials: SY
authors.lastname: Gwon
authors.affiliation: Department of Advanced Organic Materials Engineering, Chungnam National University, Daejeon 305-764, South Korea.
authors.forename: Boddu Ananda
authors.initials: BA
authors.lastname: Rao
authors.affiliation: Department of Advanced Organic Materials Engineering, Chungnam National University, Daejeon 305-764, South Korea.
authors.forename: Hak-Soo
authors.initials: HS
authors.lastname: Kim
authors.affiliation: Department of Advanced Organic Materials Engineering, Chungnam National University, Daejeon 305-764, South Korea. Electronic address: yason@cnu.ac.kr.
authors.forename: Young-A
authors.initials: YA
authors.lastname: Son
authors.affiliation: Department of Advanced Organic Materials Science and Engineering, Kyungpook National University, Daegu 702-701, South Korea. Electronic address: shokim@knu.ac.kr.
authors.forename: Sung-Hoon
authors.initials: SH
authors.lastname: Kim
mesh_terms: D000838:Anions / Q000032:analysis; D052160:Benzothiazoles / Q000737:chemistry*; D004396:Coloring Agents / Q000737:chemistry*; D003486:Cyanides / Q000032:analysis*; D004583:Electrons; D006878:Hydroxides / Q000032:analysis*; D008628:Mercury / Q000032:analysis*; D008958:Models, Molecular; D066244:Proton Magnetic Resonance Spectroscopy; D013050:Spectrometry, Fluorescence; D013343:Styrenes / Q000737:chemistry*
chemical_list: C000603437:2-(4-(bis(2-((2-hydroxyethyl)thio)ethyl)amino)styryl)-3-methylbenzo(d)thiazol-3-ium; D000838:Anions; D052160:Benzothiazoles; D004396:Coloring Agents; D003486:Cyanides; D006878:Hydroxides; D013343:Styrenes; C031356:hydroxide ion; D008628:Mercury
keywords: Chemosensor; Cyanide; Hydroxide; Mercury; Styrylbenzothiazolium