4.8 Article

Eosin Y as a Direct Hydrogen-Atom Transfer Photocatalyst for the Functionalization of C-H Bonds

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 28, Pages 8514-8518

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201803220

Keywords

C-H functionalization; eosin Y; hydrogen-atom transfer reactions; organocatalysis; photocatalysis

Funding

  1. National University of Singapore
  2. Ministry of Education (MOE) of Singapore [R-143-000-645-112, R-143-000-665-114]
  3. GSK-EDB [R-143-000-687-592]
  4. A*STAR RIE2020 AME [R-143-000-690-305]

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Eosin Y, a well-known economical alternative to metal catalysts in visible-light-driven single-electron transfer-based organic transformations, can behave as an effective direct hydrogen-atom transfer catalyst for C-H activation. Using the alkylation of C-H bonds with electron-deficient alkenes as a model study revealed an extremely broad substrate scope, enabling easy access to a variety of important synthons. This eosinY-based photocatalytic hydrogen-atom transfer strategy is promising for diverse functionalization of a wide range of native C-H bonds in a green and sustainable manner.

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