Fluorophore(s) Appended Fullerene Dyads and Triads for Probing Photoinduced Energy Transfer: Syntheses, Electronic Structure, and Fluorescence Studies |
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Authors: | Gollapalli R. Deviprasad Phillip M. Smith Melvin E. Zandler Lisa M. Rogers Francis D’Souza |
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Affiliation: | (1) Department of Chemistry, Wichita State University, 1845 Fairmount, Wichita, KS 67260-0051, USA;(2) Present address: Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, MA, USA |
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Abstract: | Fullerene, C60 was functionalized to possess one or two fluorophore entities. The fluorophore–fullerene dyads thus synthesized contain either a naphthalene, pyrene, or fluorene entity while the triads contain either a pyrene or fluorene entity in addition to a naphthalene entity. The redox behavior of these dyads and triads were probed by cyclic voltammetric technique, while the geometry and electronic structures were deduced from ab initio B3LYP/3-21G(*) method. Steady-state emission studies revealed the occurrence of energy transfer from the singlet excited fluorophore to the fullerene entity in the case of the dyads while the occurrence of step-by-step sequential energy transfer is envisioned in the case of the triads. A better ‘antenna-effect’ owing to the extended range of excitation wavelength to induce energy transfer to the appended fullerene has been achieved in the case of the triads. |
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Keywords: | antenna-effect fluorene naphthalene fluorophore– fullerene dyad photoinduced energy transfer pyrene |
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