4.7 Article

Assessing Carbazole Derivatives as Single-Electron Photoreductants

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 24, Pages 16928-16936

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c02312

Keywords

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Funding

  1. National Science Foundation under MRI Grant [CHE-2117256]
  2. National Science Foundation [DMR-1752782]
  3. University of Tampa through the Department of Chemistry, Biochemistry Physics (UT)
  4. University of Tampa through Research Innovation and Scholarly Excellence Grant (UT)
  5. University of Tampa through Undergraduate Research and Inquiry Grant (UT)
  6. University of Tampa through Summer Undergraduate Research Fellowship

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The electron-donating capabilities of carbazoles have sparked interest in their use as photoinduced single-electron reductants. By manipulating the structure, a better understanding of their reactivity and broader application scope can be achieved. In this study, eight carbazole derivatives were synthesized, characterized, and evaluated as single-electron photoreductants in the hydrodehalogenation of aryl halides and arylation of N-methylpyrrole.
The electron-donating capabilities of carbazoles have stimulated interest in their use as photoinduced single-electron reductants. Due to the modularity of the carbazole, a further broadening and understanding of their reactivity could be achieved by manipulating the structure. Herein, eight carbazole derivatives were synthesized, characterized, and assessed as single-electron photoreductants in the hydrodehalogenation of aryl halides and the arylation of N-methylpyrrole.

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