Synthesis and Photophysics of Phenylene Based Triplet Donor–Acceptor Dyads: ortho vs. para Positional Effect on Intramolecular Triplet Energy Transfer
ABSTRACT: Two phenylene based geometrical/isomeric triplet ortho- and para–dyads (o–3 and p–3, respectively) were synthesized and fully characterized using advanced photophysical tools and computations. In dyad o–3, the through-space donor-acceptor interactions led to simultaneous triplet energy tra...
| Main Authors: | , , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2022-06-01
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| Series: | Journal of Photochemistry and Photobiology |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2666469022000057 |
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| author | Young Ju Yun Manoj K. Manna Nareshbabu Kamatham Jingbai Li Shuyang Liu Francesca Peccati Barry C. Pemberton Gary P. Wiederrecht David J. Gosztola Gonzalo Jiménez-Osés Andrey Yu Rogachev A. Jean-Luc Ayitou |
| author_facet | Young Ju Yun Manoj K. Manna Nareshbabu Kamatham Jingbai Li Shuyang Liu Francesca Peccati Barry C. Pemberton Gary P. Wiederrecht David J. Gosztola Gonzalo Jiménez-Osés Andrey Yu Rogachev A. Jean-Luc Ayitou |
| author_sort | Young Ju Yun |
| collection | DOAJ |
| description | ABSTRACT: Two phenylene based geometrical/isomeric triplet ortho- and para–dyads (o–3 and p–3, respectively) were synthesized and fully characterized using advanced photophysical tools and computations. In dyad o–3, the through-space donor-acceptor interactions led to simultaneous triplet energy transfer and charge transfer with identical kinetics. On the other hand, in the dyad p–3, it was found that the phenylene spacer favors a fast triplet energy delocalization over the charge transfer process. Furthermore, analysis of the results from the present investigation indicates that the deactivation of the photo-excited species (o–3)* occurs through both the intrinsic channel viz. S0←S1 and charge recombination. In the case of dyad p–3, the results indicate that the primary deactivation pathway is self-quenching or triplet-triplet annihilation involving the acceptor unit(s). |
| first_indexed | 2024-04-13T23:21:25Z |
| format | Article |
| id | doaj.art-37aaacfc783f4bdeacfd35b510800bc4 |
| institution | Directory Open Access Journal |
| issn | 2666-4690 |
| language | English |
| last_indexed | 2024-04-13T23:21:25Z |
| publishDate | 2022-06-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Photochemistry and Photobiology |
| spelling | doaj.art-37aaacfc783f4bdeacfd35b510800bc42022-12-22T02:25:13ZengElsevierJournal of Photochemistry and Photobiology2666-46902022-06-0110100112Synthesis and Photophysics of Phenylene Based Triplet Donor–Acceptor Dyads: ortho vs. para Positional Effect on Intramolecular Triplet Energy TransferYoung Ju Yun0Manoj K. Manna1Nareshbabu Kamatham2Jingbai Li3Shuyang Liu4Francesca Peccati5Barry C. Pemberton6Gary P. Wiederrecht7David J. Gosztola8Gonzalo Jiménez-Osés9Andrey Yu Rogachev10A. Jean-Luc Ayitou11Department of Chemistry, University of Illinois at Chicago, Chicago, IL 60607, United States; Contribution from Department of Chemistry, Illinois Institute of Technology, Chicago, IL 60616, United StatesDepartment of Chemistry, University of Illinois at Chicago, Chicago, IL 60607, United States; Contribution from Department of Chemistry, Illinois Institute of Technology, Chicago, IL 60616, United StatesDepartment of Chemistry, University of Illinois at Chicago, Chicago, IL 60607, United States; Contribution from Department of Chemistry, Illinois Institute of Technology, Chicago, IL 60616, United StatesContribution from Department of Chemistry, Illinois Institute of Technology, Chicago, IL 60616, United StatesContribution from Department of Chemistry, Illinois Institute of Technology, Chicago, IL 60616, United StatesCenter for Cooperative Research in Biosciences (CIC bioGUNE), Basque Research and Technology Alliance (BRTA), Bizkaia Technology Park, Building 800, 48160 Derio, SpainSchool of Natural Sciences and Mathematics, Stockton University, Galloway, NJ, 08205, United StatesCenter for Nanoscale Materials, Argonne National Laboratory, Lemont, IL 60439, United StatesCenter for Nanoscale Materials, Argonne National Laboratory, Lemont, IL 60439, United StatesCenter for Cooperative Research in Biosciences (CIC bioGUNE), Basque Research and Technology Alliance (BRTA), Bizkaia Technology Park, Building 800, 48160 Derio, Spain; Ikerbasque, Basque Foundation for Science, 48013 Bilbao, SpainContribution from Department of Chemistry, Illinois Institute of Technology, Chicago, IL 60616, United StatesDepartment of Chemistry, University of Illinois at Chicago, Chicago, IL 60607, United States; Contribution from Department of Chemistry, Illinois Institute of Technology, Chicago, IL 60616, United States; Corresponding Author.ABSTRACT: Two phenylene based geometrical/isomeric triplet ortho- and para–dyads (o–3 and p–3, respectively) were synthesized and fully characterized using advanced photophysical tools and computations. In dyad o–3, the through-space donor-acceptor interactions led to simultaneous triplet energy transfer and charge transfer with identical kinetics. On the other hand, in the dyad p–3, it was found that the phenylene spacer favors a fast triplet energy delocalization over the charge transfer process. Furthermore, analysis of the results from the present investigation indicates that the deactivation of the photo-excited species (o–3)* occurs through both the intrinsic channel viz. S0←S1 and charge recombination. In the case of dyad p–3, the results indicate that the primary deactivation pathway is self-quenching or triplet-triplet annihilation involving the acceptor unit(s).http://www.sciencedirect.com/science/article/pii/S2666469022000057Triplet photochemistryTriplet energy transferbichromophoresCharge transferTriplet-triplet annihilation |
| spellingShingle | Young Ju Yun Manoj K. Manna Nareshbabu Kamatham Jingbai Li Shuyang Liu Francesca Peccati Barry C. Pemberton Gary P. Wiederrecht David J. Gosztola Gonzalo Jiménez-Osés Andrey Yu Rogachev A. Jean-Luc Ayitou Synthesis and Photophysics of Phenylene Based Triplet Donor–Acceptor Dyads: ortho vs. para Positional Effect on Intramolecular Triplet Energy Transfer Journal of Photochemistry and Photobiology Triplet photochemistry Triplet energy transfer bichromophores Charge transfer Triplet-triplet annihilation |
| title | Synthesis and Photophysics of Phenylene Based Triplet Donor–Acceptor Dyads: ortho vs. para Positional Effect on Intramolecular Triplet Energy Transfer |
| title_full | Synthesis and Photophysics of Phenylene Based Triplet Donor–Acceptor Dyads: ortho vs. para Positional Effect on Intramolecular Triplet Energy Transfer |
| title_fullStr | Synthesis and Photophysics of Phenylene Based Triplet Donor–Acceptor Dyads: ortho vs. para Positional Effect on Intramolecular Triplet Energy Transfer |
| title_full_unstemmed | Synthesis and Photophysics of Phenylene Based Triplet Donor–Acceptor Dyads: ortho vs. para Positional Effect on Intramolecular Triplet Energy Transfer |
| title_short | Synthesis and Photophysics of Phenylene Based Triplet Donor–Acceptor Dyads: ortho vs. para Positional Effect on Intramolecular Triplet Energy Transfer |
| title_sort | synthesis and photophysics of phenylene based triplet donor acceptor dyads ortho vs para positional effect on intramolecular triplet energy transfer |
| topic | Triplet photochemistry Triplet energy transfer bichromophores Charge transfer Triplet-triplet annihilation |
| url | http://www.sciencedirect.com/science/article/pii/S2666469022000057 |
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