Dual reactivity of 1-chloro- and 1-bromo-3,5-dinitrobenzenes in aromatic nucleophilic substitution

作者:Dutov Mikhail D*; Shevelev Svyatoslav A; Koshelev Vladimir N; Aleksanyan David R; Serushkina Olga V; Neverova Olga D; Kolvina Evgeniya V; Bobrov Egor S
来源:Mendeleev Communications, 2017, 27(2): 160-162.
DOI:10.1016/j.mencom.2017.03.018

摘要

Aromatic nucleophilic substitution reactions in 1-halo-3,5-dinitrobenzenes (where the halogen is bromine or chlorine) can occur with replacement of either a nitro group or a halogen atom, depending on the nature of anionic nucleophile Nu(-) as a Lewis base (hard, soft or intermediate), as well as on the polarity of the dipolar aprotic solvent.