Near-Infrared Excitation of the peri-Xanthenoxanthene Radical Cation Drives Energy-Demanding Hole Transfer Reactions

Joseph A. Christensen, Jinyuan Zhang, Jiawang Zhou, Jordan N. Nelson, Michael R Wasielewski

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Strongly oxidizing photosensitizers (superoxidants) based on organic radical cations are capable of driving energy-demanding reactions using low-energy photons. Here, we show that the peri-xanthenoxanthene radical cation (PXX+•) has an electronic excited state (D1) with a φ = 124 ps lifetime in CH3CN at 295 K. Photoexcitation of PXX+• covalently attached to electron deficient 9,10-bis(trifluoromethyl)anthracene (TMFA) using an 885 nm laser pulse drives oxidation of TFMA with unity quantum yield. Extending the PXX+•-TFMA dyad to a molecular triad having a 9,10-diphenylanthracene terminal hole acceptor, PXX+•-TFMA-DPA, and selectively exciting PXX+• results in formation of PXX-TFMA-DPA+• with a 46% quantum yield and a φ = 11.5 ± 0.6 ns lifetime. This work demonstrates that the PXX+• D1 electronic excited state can serve as a promising superoxidant for challenging oxidation reactions relevant to solar-energy applications.

Original languageEnglish
Pages (from-to)23364-23370
Number of pages7
JournalJournal of Physical Chemistry C
Volume122
Issue number41
DOIs
Publication statusPublished - Oct 18 2018

Fingerprint

Quantum yield
Excited states
Cations
Positive ions
Infrared radiation
cations
life (durability)
Oxidation
oxidation
Photosensitizing Agents
Photosensitizers
Photoexcitation
Anthracene
solar energy
anthracene
photoexcitation
electronics
Solar energy
excitation
unity

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Energy(all)
  • Physical and Theoretical Chemistry
  • Surfaces, Coatings and Films

Cite this

Near-Infrared Excitation of the peri-Xanthenoxanthene Radical Cation Drives Energy-Demanding Hole Transfer Reactions. / Christensen, Joseph A.; Zhang, Jinyuan; Zhou, Jiawang; Nelson, Jordan N.; Wasielewski, Michael R.

In: Journal of Physical Chemistry C, Vol. 122, No. 41, 18.10.2018, p. 23364-23370.

Research output: Contribution to journalArticle

Christensen, Joseph A. ; Zhang, Jinyuan ; Zhou, Jiawang ; Nelson, Jordan N. ; Wasielewski, Michael R. / Near-Infrared Excitation of the peri-Xanthenoxanthene Radical Cation Drives Energy-Demanding Hole Transfer Reactions. In: Journal of Physical Chemistry C. 2018 ; Vol. 122, No. 41. pp. 23364-23370.
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