A New Sensitive and Selective Off-On Fluorescent Zn2+ Chemosensor Based on 3,3',5,5'-Tetraphenylsubstituted Dipyrromethene

Natalia A Bumagina; Elena V Antina; Anna Yu Nikonova; Mikhail B Berezin; Alexander A Ksenofontov; Anatoly I Vyugin

doi:10.1007/s10895-016-1890-4

A New Sensitive and Selective Off-On Fluorescent Zn²⁺ Chemosensor Based on 3,3',5,5'-Tetraphenylsubstituted Dipyrromethene

J Fluoresc. 2016 Nov;26(6):1967-1974. doi: 10.1007/s10895-016-1890-4. Epub 2016 Aug 1.

Authors

Natalia A Bumagina¹, Elena V Antina², Anna Yu Nikonova³, Mikhail B Berezin², Alexander A Ksenofontov², Anatoly I Vyugin²

Affiliations

¹ G. A. Krestov Institute of Solution Chemistry of Russian academy of Sciences 1 Akademicheskaya St., Ivanovo, Russia, 153045. nad@isc-ras.ru.
² G. A. Krestov Institute of Solution Chemistry of Russian academy of Sciences 1 Akademicheskaya St., Ivanovo, Russia, 153045.
³ Inorganic Chemistry Department, Ivanovo State University of Chemistry and Technology, 7 Sheremetevskij prosp, Ivanovo, Russia, 153000.

PMID: 27481502
DOI: 10.1007/s10895-016-1890-4

Abstract

3,3',5,5'-Tetraphenyl-2,2'-dipyrromethene was described as a highly sensitive and selective Off-on fluorescent colorimetric chemosensor for Zn²⁺ based on the chelation-enhanced fluorescence (CHEF) effect. The reaction of dipyrromethene ligand with Zn²⁺ induces the formation of the [ZnL₂] complex, which exhibits the increasing fluorescence in 120 fold compared with ligand in the propanol-1/cyclohexane (1:30) binary mixture. The Zn²⁺ detection limit was 1.4 × 10^-7 М. The UV-Vis and fluorescence spectroscopic studies demonstrated that the dipyrromethene sensor was highly selective toward Zn²⁺ cations over other metal ions (Na⁺, Mg²⁺, Co²⁺, Ni²⁺, Fe³⁺, Cu²⁺, Mn²⁺, Cd²⁺ and Pb²⁺), excluding Hg²⁺.

Keywords: Dipyrromethene; Fluorescent chemosensor; Selectivity; Theoretical calculation; Zinc ion.