The oxidation of 3,3′,4,4′-tetramethoxybiphenyl by chloranil in 70% v/v aqueous sulphuric acid gives 2,5,6,9,12,13-hexamethoxydibenzo[fg,op]naphthacene-1,8-quinone (III) in 75% yield while the isomeric 1,10-quinone (IV) is formed in 7% yield during the oxidation of veratrole under similar conditions.
O. C. Musgrave and C. J. Webster, J. Chem. Soc. D, 1969, 712 DOI: 10.1039/C29690000712
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