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An efficient base and H2O2 free protocol for the synthesis of phenols in water and oxygen using spinel CuFe2O4 magnetic nanoparticles
Published in Journal of Coordination Chemistry, 2020
Rituparna Chutia, Bolin Chetia
Initially, the boron atom adopts sp2 hybridization in organoboronic acids [47] and gets activated by coordinating on the surface of the CuFe2O4 as Lewis acidic sites. The boron group thus changes from being a low reactive electrophile into a moderately reactive electrophile due to its coordination to the acidic sites on the surface of the catalyst. The addition of O2+H2O generates a tetravalent boron “ate” complex and induces rehybridization to form sp3 boron in the –O2H oxidative pathway. Due to the high electron density on boron and increased steric crowding in the “ate” complex the C-B bond dissociates and subsequent aryl migration to the adjacent acceptor oxygen with retention of configuration takes place with elimination of H2O. This H2O molecule than approaches the intermediate (a) and hydrolysis step occurs to form the final phenol product.