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Photoregeneration of Biomimetic Nicotinamide Adenine Dinucleotide Analogues via a Dye-Sensitized Approach

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    Photoregeneration of Biomimetic Nicotinamide Adenine Dinucleotide Analogues via a Dye-Sensitized Approach
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    • George N. Hargenrader
      George N. Hargenrader
      Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, United States
      Chemical Sciences and Engineering, Argonne National Laboratory, 9700 Cass Avenue, Lemont, Illinois 60439, United States
      More by George N. Hargenrader
    • Ravindra B. Weerasooriya
      Ravindra B. Weerasooriya
      Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, United States
      Chemical Sciences and Engineering, Argonne National Laboratory, 9700 Cass Avenue, Lemont, Illinois 60439, United States
      More by Ravindra B. Weerasooriya
    • Stefan Ilic
      Stefan Ilic
      Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, United States
      Chemical Sciences and Engineering, Argonne National Laboratory, 9700 Cass Avenue, Lemont, Illinois 60439, United States
      More by Stefan Ilic
      Orcidhttp://orcid.org/0000-0002-6305-4001
    • Jens Niklas
      Jens Niklas
      Chemical Sciences and Engineering, Argonne National Laboratory, 9700 Cass Avenue, Lemont, Illinois 60439, United States
      More by Jens Niklas
      Orcidhttp://orcid.org/0000-0002-6462-2680
    • Oleg G. Poluektov
      Oleg G. Poluektov
      Chemical Sciences and Engineering, Argonne National Laboratory, 9700 Cass Avenue, Lemont, Illinois 60439, United States
      More by Oleg G. Poluektov
      Orcidhttp://orcid.org/0000-0003-3067-9272
    • Ksenija D. Glusac*
      Ksenija D. Glusac
      Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607, United States
      Chemical Sciences and Engineering, Argonne National Laboratory, 9700 Cass Avenue, Lemont, Illinois 60439, United States
      *E-mail: [email protected]
      More by Ksenija D. Glusac
      Orcidhttp://orcid.org/0000-0002-2734-057X
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    ACS Applied Energy Materials

    Cite this: ACS Appl. Energy Mater. 2019, 2, 1, 80–91
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    https://doi.org/10.1021/acsaem.8b01574
    Published November 26, 2018
    Copyright © 2018 American Chemical Society
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    Abstract

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    Two-step photochemical reduction of an acridinium-based cation 2O+ to the corresponding anion 2O– was investigated using a dye-sensitized approach involving 2O+–COOH attached to the surface of a wide-bandgap semiconductor, p-NiO. The cation 2O+ and corresponding one-electron reduced radical form, 2O• were synthesized and characterized using steady-state UV/vis and electron paramagnectic resonance spectroscopy. The thermodynamics for the photoinduced hole injection from 2O+ and 2O• were evaluated and found to be favorable. Subsequent femtosecond transient absorption spectroscopy was utilized to evaluate the photoinduced hole injection into NiO, starting from 2O+–COOH/NiO and 2O•–COOH/NiO samples. The excitation of 2O+–COOH at 620 nm initiated fast (2.8 ps) hole injection into NiO. However, 90% of the charge-separated population recombined within ∼40 ps, while ∼10% of the charge-separated population exhibited lifetimes longer than the time scale of our instrument (1.6 ns). In the case of 2O•–COOH/NiO, the light absorption occurs predominantly by NiO (2O•–COOH absorbs at 310 nm) and is associated with the electron transfer from the conduction band of NiO to the radical. The charge-separated state in this case appears to be long-lived, based on the slow (ns) growth of the trapped carriers formed on the NiO surface. The results of this work indicate that the photochemical reduction of 2O+ to the corresponding hydride form (2OH) can be achieved, opening the possibility of using such a dye-sensitized approach for regeneration of nicotinamide adenine dinucleotide analogues in enzymatic and chemical catalysis.

    Copyright © 2018 American Chemical Society

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    Supporting Information

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acsaem.8b01574.

    • UV–vis spectra, concentration-dependent UV–vis and emission spectra, SEM images, XRD spectra, TA comparison under various conditions, coordinates for optimized structures, and parameters for EPR simulation (PDF)

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    ACS Applied Energy Materials

    Cite this: ACS Appl. Energy Mater. 2019, 2, 1, 80–91
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acsaem.8b01574
    Published November 26, 2018
    Copyright © 2018 American Chemical Society
    Request reuse permissions

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