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- Title
Directly Attached Bisdonor-BF<sub>2</sub> Chelated Azadipyrromethene-Fullerene Tetrads for Promoting Ground and Excited State Charge Transfer.
- Authors
Collini, Melissa A.; Thomas, Michael B.; Bandi, Venugopal; Karr, Paul A.; D'Souza, Francis
- Abstract
The efficiency and mechanism of electron- and energy-transfer events occurring in both natural and synthetic donor-acceptor systems depend on their distance, relative orientation, and the nature of the surrounding media. Fundamental knowledge gained from model studies is key to building efficient energy harvesting and optoelectronic devices. Faster charge separation and slower charge recombination in donor-acceptor systems is often sought out. In our continued effort to build donor-acceptor systems using near-IR sensitizers, in the present study, we report ground and excited-state charge transfer in newly synthesized, directly linked tetrads featuring bisdonor (donor=phenothiazine and ferrocene), BF2-chelated azadipyrromethane (azaBODIPY) and C60 entities. The tetrads synthesized using multi-step synthetic procedure revealed strong charge-transfer interactions in the ground state involving the donor and azaBODIPY entities. The near-IR emitting azaBODIPY acted as a photosensitizing electron acceptor along with fullerene whereas the phenothiazine and ferrocene entities acted as electron donors. The triads (bisdonor-azaBODIPY) and tetrads revealed ultrafast photoinduced charge separation leading to D.+-azaBODIPY.−-C60 and D.+-azaBODIPY-C60.− (D=phenothiazine or ferrocene) charge separated states from the femtosecond transient absorption spectral studies in both polar and nonpolar solvent media. The charge-separated states populated the triplet excited state of azaBODIPY prior returning to the ground state.
- Subjects
FERROCENE; PHENOTHIAZINE; FULLERENES; CARBENE derivatives; CHARGE transfer; EXCITED state energies; GROUND state energy
- Publication
Chemistry - A European Journal, 2017, Vol 23, Issue 18, p4450
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201700200