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Abstract
Two donor-porphyrin-acceptor triads have been synthesized using a versatile Suzuki-coupling route. This synthetic strategy allows the powerful donor tetraalkylphenylenediamine (TAPD) to be introduced into tetraarylporphyrin-based triads without protection. The thermodynamics and kinetics of electron transfer in the new triads are compared with a previously reported octaalkyldiphenyl-porphyrin triad exhibiting a long-lived spin-polarized charge separate state (CSS), from theoretical and experimental perspectives, in both fluid solution and in a frozen solvent glass. We show that the less favorable oxidation potential of the tetraaryl-porphyrin core can be offset by using C, as a better electron-acceptor than triptycenenaphthoquinone (TNQ). The C-porphyrin-TAPD triad gives a spin-polarized charge-separated state that can be observed by EPR-spectroscopy, with a mean lifetime of 16 ms at 10 K, which is longer than in the previously reported TNQ-porphyrin-TAPD triad, following the predicted trend from calculated charge-recombination rates.
Original language | English |
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Pages (from-to) | 6468-6481 |
Number of pages | 14 |
Journal | Chemical Science |
Volume | 6 |
Issue number | 11 |
Early online date | 31 Jul 2015 |
DOIs | |
Publication status | Published - 1 Nov 2015 |
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Dive into the research topics of 'Synthesis and investigation of donor-porphyrin-acceptor triads with long-lived photo-induced charge-separate states'. Together they form a unique fingerprint.Projects
- 1 Finished
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Materials World Network: Transfer of EP/I035536/1 sub-award from UCL->HWU to UCL->USTAN Materials World Network
Lovett, B. W. (PI)
1/10/13 → 29/08/16
Project: Standard