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Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing Applications.


ABSTRACT: Lanthanide complexes have been developed and are reported herein. These complexes were derived from a terpyridine-functionalized calix[4]arene ligand, chelated with Tb3+ and Eu3+. Synthesis of these complexes was achieved in two steps from a calix[4]arene derivative: (1) amide coupling of a calix[4]arene bearing carboxylic acid functionalities and (2) metallation with a lanthanide triflate salt. The ligand and its complexes were characterized by NMR (1H and 13C), fluorescence and UV-vis spectroscopy as well as MS. The photophysical properties of these complexes were studied; high molar absorptivity values, modest quantum yields and luminescence lifetimes on the ms timescale were obtained. Anion binding results in a change in the photophysical properties of the complexes. The anion sensing ability of the Tb(III) complex was evaluated via visual detection, UV-vis and fluorescence studies. The sensor was found to be responsive towards a variety of anions, and large binding constants were obtained for the coordination of anions to the sensor.

SUBMITTER: Edwards NY 

PROVIDER: S-EPMC7795700 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing Applications.

Edwards Nicola Y NY   Schnable David M DM   Gearba-Dolocan Ioana R IR   Strubhar Jenna L JL  

Molecules (Basel, Switzerland) 20201227 1


Lanthanide complexes have been developed and are reported herein. These complexes were derived from a terpyridine-functionalized calix[4]arene ligand, chelated with Tb<sup>3+</sup> and Eu<sup>3+</sup>. Synthesis of these complexes was achieved in two steps from a calix[4]arene derivative: (1) amide coupling of a calix[4]arene bearing carboxylic acid functionalities and (2) metallation with a lanthanide triflate salt. The ligand and its complexes were characterized by NMR (<sup>1</sup>H and <sup>  ...[more]

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