4.8 Article

Visible-Light Sensitization of Vinyl Azides by Transition-Metal Photocatalysis

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 3, Pages 793-797

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201308820

Keywords

azides; energy transfer; nitrenes; nitrogen heterocycles; photocatalysis

Funding

  1. NIH [GM095666]
  2. Sloan Foundation
  3. NSF [CHE-1048642]
  4. Division Of Chemistry
  5. Direct For Mathematical & Physical Scien [1048642] Funding Source: National Science Foundation

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Irradiation of vinyl and aryl azides with visible light in the presence of Ru photocatalysts results in the formation of reactive nitrenes, which can undergo a variety of C-N bond-forming reactions. The ability to use low-energy visible light instead of UV in the photochemical activation of azides avoids competitive photodecomposition processes that have long been a significant limitation on the synthetic use of these reactions.

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