2. Academic Validation
  3. Visible-Spectrum Solar-Light-Mediated Benzylic C-H Oxygenation Using 9,10-Dibromoanthracene As an Initiator

Visible-Spectrum Solar-Light-Mediated Benzylic C-H Oxygenation Using 9,10-Dibromoanthracene As an Initiator

  • J Org Chem. 2021 Jan 1;86(1):1164-1171. doi: 10.1021/acs.joc.0c01720.
Sourav K Santra 1,  Alex M Szpilman 1
Affiliations

Affiliation

  • 1 Department of Chemical Sciences, Ariel University, 4070000 Ariel, Israel.
PMID: 33236899 DOI: 10.1021/acs.joc.0c01720
Abstract

We report a visible-light-mediated benzylic C-H oxygenation reaction. The reaction is initiated by solar light or the blue LED activation of 9,10-dibromoanthracene in a reaction with oxygen and takes place at ambient temperature and air pressure. Secondary benzylic positions are oxygenated to ketones, while tertiary benzylic carbons are oxygenated to give hydroperoxides. Notably, cumene hydroperoxide is produced in a higher yield and at milder conditions than the currently employed industrial conditions.

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