Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing Applications
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]aren...
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| Format: | Article |
| Language: | English |
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MDPI AG
2020-12-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/1/87 |
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| author | Nicola Y. Edwards David M. Schnable Ioana R. Gearba-Dolocan Jenna L. Strubhar |
| author_facet | Nicola Y. Edwards David M. Schnable Ioana R. Gearba-Dolocan Jenna L. Strubhar |
| author_sort | Nicola Y. Edwards |
| collection | DOAJ |
| description | 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>13</sup>C), 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. |
| first_indexed | 2024-03-10T13:44:11Z |
| format | Article |
| id | doaj.art-06821910f2184443864c0622dcb5a31a |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T13:44:11Z |
| publishDate | 2020-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-06821910f2184443864c0622dcb5a31a2023-11-21T02:44:55ZengMDPI AGMolecules1420-30492020-12-012618710.3390/molecules26010087Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing ApplicationsNicola Y. Edwards0David M. Schnable1Ioana R. Gearba-Dolocan2Jenna L. Strubhar3Department of Chemistry and Biochemistry, Misericordia University, Dallas, PA 18612, USADepartment of Chemistry and Biochemistry, Misericordia University, Dallas, PA 18612, USADepartment of Chemistry, The University of Texas at Austin, Austin, TX 78712, USADepartment of Chemistry and Biochemistry, Misericordia University, Dallas, PA 18612, USALanthanide 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>13</sup>C), 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.https://www.mdpi.com/1420-3049/26/1/87calix[4]areneanionsensorslanthanidesfluorescence studiesUV–vis studies |
| spellingShingle | Nicola Y. Edwards David M. Schnable Ioana R. Gearba-Dolocan Jenna L. Strubhar Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing Applications Molecules calix[4]arene anion sensors lanthanides fluorescence studies UV–vis studies |
| title | Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing Applications |
| title_full | Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing Applications |
| title_fullStr | Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing Applications |
| title_full_unstemmed | Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing Applications |
| title_short | Terpyridine-Functionalized Calixarenes: Synthesis, Characterization and Anion Sensing Applications |
| title_sort | terpyridine functionalized calixarenes synthesis characterization and anion sensing applications |
| topic | calix[4]arene anion sensors lanthanides fluorescence studies UV–vis studies |
| url | https://www.mdpi.com/1420-3049/26/1/87 |
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