69897-58-1Relevant academic research and scientific papers
ELECTRON-TRANSFER PROCESSES BY PEROXYDISULPHATE: HOMOLYTIC BENZYLATION OF QUINONES BY ALKYLARENES AND REACTIONS OF AROMATIC RADICAL CATIONS WITH AROMATICS
Citterio, Attilio
, p. 253 - 258 (2007/10/02)
Quinones are monobenzylated in good to satisfactory yields by alkylarenes and the Ag(+)/S2O8(2-) couple under two-phase conditions.Under homogeneous conditions polybenzylation can be obtained.The polar effect of the aromatic substrate substituents in the ring and in the side chain is discussed on the basis of the intermediate aromatic radical cation reactivity in side-chain proton loss and electrophilic aromatic addition.The high efficiency of the quinone system in trapping benzylic radicals, coming from the aromatic radical cations, is ascribed to a charge-transfer transition state.
