4.6 Article

Photoinduced Charge-Transfer State of 4-Carbazolyl-3-(trifluoromethyl)benzoic Acid: Photophysical Property and Application to Reduction of Carbon-Halogen Bonds as a Sensitizer

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 11, Issue 14, Pages 2006-2010

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201600538

Keywords

charge transfer; photocatalysis; radicals; reduction; synthetic methods

Funding

  1. MEXT, Japan
  2. Special Coordination Funds for Promoting Science and Technology, Creation of Innovation Centers for Advanced Interdisciplinary Research Areas (Innovative Bioproduction Kobe), MEXT, Japan
  3. UBE Foundation
  4. Japan Prize Foundation
  5. Chugai Pharmaceutical Co., Ltd.
  6. Grants-in-Aid for Scientific Research [26620065, 16H04097] Funding Source: KAKEN

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The photoinduced persistent intramolecular charge-transfer state of 4-carbazolyl-3-(trifluoromethyl)benzoic acid was confirmed. It showed a higher catalytic activity in terms of yield and selectivity in the photochemical reduction of alkyl halides compared to the parent carbazole. Even unactivated primary alkyl bromides could be reduced by this photocatalyst. The high catalytic activity is rationalized by considering the slower backward single-electron transfer owing to the spatial separation of the donor and acceptor subunits.

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