Hemicyanine-based colorimetric chemosensors: different recognition mechanisms for CN- sensing.
Simple hemicyanine dyes were synthesized by a classical condensation reaction. The structures of these dyes were characterized by (1)H NMR spectroscopy, elemental analysis, and FAB-Mass spectrometry. The sensing behavior of the hemicyanines towards a selection of anions was investigated by UV-vis absorption spectroscopy. These structurally simple dyes displayed a rapid response and high selectivity for cyanide ion over other common anions in the DMSO/H(2)O solution. Different sensing mechanism of the dyes to cyanide ion were confirmed by (1)H NMR studies, together with theoretical calculations based on DFT and PPP-MO methods. These dyes show no colorimetric response for other anions investigated.
Department of Textile System Engineering, Kyungpook National University, Daegu 702-701, Republic of Korea.
Seon-Yeong
SY
Gwon
Eun-Mi
EM
Lee
Sung-Hoon
SH
Kim
D000042:Absorption; D003124:Colorimetry / Q000379:methods*; D004396:Coloring Agents / Q000138:chemical synthesis / Q000737:chemistry; D003486:Cyanides / Q000032:analysis* / Q000737:chemistry; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D004583:Electrons; D006873:Hydroquinones / Q000032:analysis* / Q000737:chemistry; D007211:Indoles / Q000032:analysis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D013816:Thermodynamics; D014867:Water / Q000737:chemistry
D004396:Coloring Agents; D003486:Cyanides; D006873:Hydroquinones; D007211:Indoles; D014867:Water; D004121:Dimethyl Sulfoxide