A Remarkable Difference of the Positional Selectivity in Electrophilic Aromatic Substitution of Dibenzofuran between the Classical ?-Complex and Charge-Transfer Mechanisms

Article abstract of DOI:10.1246/cl.1988.1285

Electrophilic nitration of dibenzofuran with nitric acid by a charge-transfer mechanism occurs exclusively at the 3-position and on the other hand, substitution at the 2-position predominates in the acylation, in which a classical ?-complex mechanism is important.