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A New Fluorescent Calixarene Dimer: Synthesis, Optical Properties, and Sensory Applications
| Content Provider | MDPI |
|---|---|
| Author | Costa, Sérgio Barata, Patrícia D. Costa, Alexandra I. Prata, José V. |
| Copyright Year | 2020 |
| Description | A new fluorogenic bis-calix[4]arene-carbazole compound (3) with an enlarged intramolecular cavity able to be involved in host–guest chemistry with large organic guests was designed. Its synthesis was accomplished for the first time using a Sonogashira–Hagihara cross-coupling reaction in the final step. The calixarene receptor was structurally characterized by FTIR and$ ^{1}H/^{13}$C/2D NMR techniques and its photophysical properties evaluated. The ability of 3 to form supramolecular complexes with fullerenes $(C_{60}$ and $C_{70}$) was evaluated through fluorometric titration experiments. The value of the binding constants $(K_{3}:C_{60}$ = 1.39 × $10^{5}$ $M^{−1}$ and $K_{3}:C_{70}$= 6.88 × $10^{4}$ $M^{−1}$), and the free energy changes for the inclusion complexation $(G_{3:C60}$ = −29.33 kJ/mol and $G_{3}:_{C70}$ = −27.60 kJ/mol), revealed a high sensitivity of the calixarene-carbazole host for both fullerenes. The host molecule was shown to be particularly selective towards fullerene $C_{60}$. |
| Starting Page | 95 |
| e-ISSN | 26734583 |
| DOI | 10.3390/ecsoc-24-08340 |
| Journal | Chemistry Proceedings |
| Issue Number | 1 |
| Volume Number | 3 |
| Language | English |
| Publisher | MDPI |
| Publisher Date | 2020-11-14 |
| Access Restriction | Open |
| Subject Keyword | Chemistry Proceedings Organic Chemistry Calix[4]arene Carbazole Fluorescent Fullerene Host–guest Chemistry |
| Content Type | Text |
