Naslov
Synthesis, crystal structure and spectroscopic study of novel benzimidazoles and benzimidazo[1,2-a]quinolines as potential chemosensors for different cations

Autori
Hranjec, Marijana ; Horak, Ema ; Tireli, Martina ; Pavlović, Gordana ; Karminski-Zamola, Grace

Izvornik
Dyes and pigments (0143-7208) 95 (2012), 3; 644-656

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
benzimidazoles ; benzimidazo[1 ; 2-a]quinolines ; crystal structure ; UV/Vis and fluorescence spectroscopy ; chemosensors

Sažetak
In this manuscript the synthesis, crystal structure, spectroscopic characterization and titration with several metal chloride salts of novel E-3-phenyl-2-(1-phenylbenzimidazol-2- yl)acrylonitriles and 5-phenylbenzimidazo[1, 2- a]quinoline derivatives are described. All compounds were characterized by means of 1H, 13C NMR, MS, UV/Vis and fluorescence spectroscopy. Crystal and molecular structures of E-3-(4- nitrophenyl)-2-(1-phenyl-benzimidazol-2- yl)acrylonitrile and 5-phenylbenzimidazo[1, 2- a]quinoline-6-carbonitrile were determined by single-crystal X-ray diffractometry. The molecular assembly is characterized by the C-H•••O and C- H•••N intermolecular hydrogen bonds in E-3-(4- nitrophenyl)-2-(1-phenyl-benzimidazol-2- yl)acrylonitrile and 5-phenylbenzimidazo[1, 2- a]quinoline-6-carbonitrile, respectively. Spectroscopic characterization of the prepared compounds was performed by using UV/Vis and fluorescence spectroscopy in ethanol. In order to determine a selectivity towards a variety of cations, to explore their use as potential chemosensors, the amino substituted 5- phenylbenzimidazo[1, 2-a]quinoline-6-carbonitrile was chosen for a titration with metal chloride salts using fluorescence spectroscopy. The fluorescence intensity significantly increased upon addition of Zn2+ and Ag+ cations while decreased by addition of Mn2+, Co2+, Cu2+, Hg2+, Li+ and Fe3+ cations.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA