Litcius/Paper detail

Benzylic Hydroperoxidation via Visible-Light-Induced Csp<sup>3</sup>–H Activation

Joan Inoa, Mansi Patel, Grecia Dominici, Reem Eldabagh, Anjali Patel, John Lee, Yalan Xing

2020The Journal of Organic Chemistry39 citationsDOI

Abstract

A highly efficient benzylic hydroperoxidation has been realized through a visible-light-induced Csp3–H activation. We believe that this reaction undergoes a direct HAT mechanism catalyzed by eosin Y. This approach features the use of a metal-free catalyst (eosin Y), an energy-economical light source (blue LED), and a sustainable oxidant (molecular oxygen). Primary, secondary, and tertiary hydroperoxides as well as silyl, benzyl, and acyl peroxides were successfully prepared with good yields and excellent functional group compatibility.

Topics & Concepts

ChemistryEosin YVisible spectrumCatalysisPhotochemistrySilylationCompatibility (geochemistry)PhotocatalysisOrganic chemistryChemical engineeringOptoelectronicsEngineeringPhysicsRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods