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

The design, synthesis and physicochemical properties of a new phosphorescent fluoride probe 1 are described. The probe consists of a stable Eu(III) 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 ri...

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Bibliographic Details
Published inNew journal of chemistry Vol. 42; no. 1; pp. 450 - 457
Main Authors Bilmez, Memduh, Degirmenci, Aysun, Algi, Melek Pamuk, Algi, Fatih
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 2018
Royal Society of Chemistry
Subjects
Alkynes
Anions
Chemistry
Chemistry, Multidisciplinary
Cycloaddition
Fluorides
Logic circuits
Phosphorescence
Physical Sciences
Scaffolds
Science & Technology
LANTHANIDE LUMINESCENCE
ACCEPTOR POLYMER ELECTROCHROMES
FLUORESCENT POLYMER
AQUEOUS-MEDIA
COMPLEXES
SENSOR
IONS
DRINKING-WATER
DOPING PROCESSES
SOLID-STATE
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Summary:The design, synthesis and physicochemical properties of a new phosphorescent fluoride probe 1 are described. The probe consists of a stable Eu(III) 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(III) 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.
ISSN:1144-0546
1369-9261
DOI:10.1039/c7nj03569a