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A phosphorescent fluoride probe based on Eu(ııı)-DO3A clicked with a 2,5-di(thien-2-yl)pyrrole scaffold†
Memduh Bilmez,Aysun Degirmenci
New Journal of Chemistry Pub Date : 11/27/2017 00:00:00 , DOI:10.1039/C7NJ03569A
Abstract

The design, synthesis and physicochemical properties of a new phosphorescent fluoride probe 1 are described. The probe consists of a stable Eu(ııı) complex of a DO3A macrocycle on one side and a 2,5-di(thien-2-yl)pyrrole (SNS) scaffold on the other. They were linked together with a 1,2,3-triazole ring as a reliable connection unit, which was formed by Huisgen type copper-catalyzed [3+2] cycloaddition between the corresponding azide and alkyne. This novel material can be used as a turn-on phosphorescent fluoride probe. To the best of our knowledge, this is the first example of the combination of an SNS unit with a clicked Eu(ııı) complex of DO3A scaffold, which can induce a prominent luminogenic response to fluoride ions among other anions. Finally, its behavior as a two-input OR logic gate was also demonstrated using OH and OAc anions.

Graphical abstract: A phosphorescent fluoride probe based on Eu(ııı)-DO3A clicked with a 2,5-di(thien-2-yl)pyrrole scaffold
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