Nucleophilic substitution in the 10, 11-dihydrodibenz [b, f] iodepinium cation

TP Tolstaya, LI Sukhomlinova, AN Vanchikov…

Index: Tolstaya; Sukhomlinova; Vanchikov; Bumagin Chemistry of Heterocyclic Compounds, 1999 , vol. 35, # 1 p. 106 - 111

Full Text: HTML

Citation Number: 3

Abstract

Abstract 10, 11-Dihydrodibenz [b, f] iodepinium tetrafluoroborate gave only 1-(2- azidophenyl)-2-(2-iodophenylethane with the N 3− in aqueous DMSO, while with NO 2− it gave 1-(2-nitrophenyl)-2-(2-iodophenyl) ethane (93%), 9, 10-dihydrophenanthrene (5%), and traces of phenanthrene. Both in pure and aqueous DMSO this cation with the Br− ion was converted into phenanthrene (80% and 68% respectively) and 1-(2-bromophenyl)-2-( ...