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Title: High-Energy Charge-Separated States by Reductive Electron Transfer Followed by Electron Shift in the Tetraphenylethylene–Aluminum(III) Porphyrin–Fullerene Triad

Abstract

A high-potential supramolecular triad (TPE-AlPor ← Im-C60) composed of aluminum(III) porphyrin (AlPor), fullerene (C60), and tetraphenylethylene (TPE) has been constructed. The fullerene and tetraphenylethylene units are bound axially to opposite faces of the porphyrin plane via coordination and covalent bonds, respectively. The ground and excited-state properties of the triad and reference dyads are studied using steady-state and time-resolved spectroscopic techniques. The transient data show that photoexcitation results in charge separation from tetraphenylethylene to the excited singlet state of the porphyrin (1AlPor*), generating a high-energy (2.14 eV) charge-separated state, (TPE)•+-(AlPor)•–, in toluene. A subsequent electron migration from the AlPor–• to fullerene generates a second high-energy (1.78 eV) charge-separated state (TPE)•+-AlPor ← Im-(C60)•–. The lifetime of the charge separation is about 25 ns. Here, the high energy stored in the form of charge-separated states along with their reasonable lifetimes makes these donor–acceptor systems potential electron-transporting catalysts to carry out energy-demanding photochemical reactions, especially in artificial photosynthesis for conversion of solar energy into chemical energy.

Authors:
 [1];  [2];  [3];  [4];  [1]; ORCiD logo [4]; ORCiD logo [3]; ORCiD logo [1]
+ Show Author Affiliations
  1. Univ. of Minnesota at Duluth, Duluth, MN (United States)
  2. Johns Hopkins Univ. School of Medicine, Baltimore, MD (United States)
  3. Univ. of North Texas, Denton, TX (United States)
  4. Yale Univ., New Haven, CT (United States)
Publication Date:
Research Org.:
Energy Frontier Research Centers (EFRC) (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States); Northwestern Univ., Evanston, IL (United States)
Sponsoring Org.:
USDOE Office of Science (SC); National Science Foundation (NSF)
OSTI Identifier:
1543657
Grant/Contract Number:  
SC0001059; 1401188; DGE-1122492
Resource Type:
Accepted Manuscript
Journal Name:
Journal of Physical Chemistry. C
Additional Journal Information:
Journal Volume: 123; Journal Issue: 1; Journal ID: ISSN 1932-7447
Publisher:
American Chemical Society
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; chemistry; science & technology; other topics; materials science; redox reactions; charge transfer; aromatic compounds; absorption; pyrroles

Citation Formats

Zarrabi, Niloofar, Agatemor, Christian, Lim, Gary N., Matula, Adam J., Bayard, Brandon J., Batista, Victor S., D’Souza, Francis, and Poddutoori, Prashanth K. High-Energy Charge-Separated States by Reductive Electron Transfer Followed by Electron Shift in the Tetraphenylethylene–Aluminum(III) Porphyrin–Fullerene Triad. United States: N. p., 2018. Web. doi:10.1021/acs.jpcc.8b09500.
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Zarrabi, Niloofar, Agatemor, Christian, Lim, Gary N., Matula, Adam J., Bayard, Brandon J., Batista, Victor S., D’Souza, Francis, & Poddutoori, Prashanth K. High-Energy Charge-Separated States by Reductive Electron Transfer Followed by Electron Shift in the Tetraphenylethylene–Aluminum(III) Porphyrin–Fullerene Triad. United States. https://doi.org/10.1021/acs.jpcc.8b09500
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Zarrabi, Niloofar, Agatemor, Christian, Lim, Gary N., Matula, Adam J., Bayard, Brandon J., Batista, Victor S., D’Souza, Francis, and Poddutoori, Prashanth K. Thu . "High-Energy Charge-Separated States by Reductive Electron Transfer Followed by Electron Shift in the Tetraphenylethylene–Aluminum(III) Porphyrin–Fullerene Triad". United States. https://doi.org/10.1021/acs.jpcc.8b09500. https://www.osti.gov/servlets/purl/1543657.
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@article{osti_1543657,
title = {High-Energy Charge-Separated States by Reductive Electron Transfer Followed by Electron Shift in the Tetraphenylethylene–Aluminum(III) Porphyrin–Fullerene Triad},
author = {Zarrabi, Niloofar and Agatemor, Christian and Lim, Gary N. and Matula, Adam J. and Bayard, Brandon J. and Batista, Victor S. and D’Souza, Francis and Poddutoori, Prashanth K.},
abstractNote = {A high-potential supramolecular triad (TPE-AlPor ← Im-C60) composed of aluminum(III) porphyrin (AlPor), fullerene (C60), and tetraphenylethylene (TPE) has been constructed. The fullerene and tetraphenylethylene units are bound axially to opposite faces of the porphyrin plane via coordination and covalent bonds, respectively. The ground and excited-state properties of the triad and reference dyads are studied using steady-state and time-resolved spectroscopic techniques. The transient data show that photoexcitation results in charge separation from tetraphenylethylene to the excited singlet state of the porphyrin (1AlPor*), generating a high-energy (2.14 eV) charge-separated state, (TPE)•+-(AlPor)•–, in toluene. A subsequent electron migration from the AlPor–• to fullerene generates a second high-energy (1.78 eV) charge-separated state (TPE)•+-AlPor ← Im-(C60)•–. The lifetime of the charge separation is about 25 ns. Here, the high energy stored in the form of charge-separated states along with their reasonable lifetimes makes these donor–acceptor systems potential electron-transporting catalysts to carry out energy-demanding photochemical reactions, especially in artificial photosynthesis for conversion of solar energy into chemical energy.},
doi = {10.1021/acs.jpcc.8b09500},
journal = {Journal of Physical Chemistry. C},
number = 1,
volume = 123,
place = {United States},
year = {Thu Dec 06 00:00:00 EST 2018},
month = {Thu Dec 06 00:00:00 EST 2018}
}
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https://doi.org/10.1021/acs.jpcc.8b09500
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