Subhash C. Narang

Aromatic substitution. 43. Perfluorinated resinsulfonic acid catalyzed nitration of aromatics

Alkylbenzenes are nitrated in high yields with butyl nitrate or acetone cyanohydrin nitrate catalyzed by a perfluorinated resinsulfonic acid (Nafion-H) catalyst . The reactions are very clean and do not require any aqueous basic workup . Nitrations were also carried out with nitric acid, under azeotropic distillation conditions to remove water and thus prevent dilution of the acid , and with dinitrogen tetroxide.

Heterogeneous catalysis by solid superacids: 14. Perfluorinated resinsulfonic acid (Nafion-H)-catalyzed friedel-crafts alkylation of toluene and phenol with alkyl chloroformates and oxalates☆

Abstract Perfluorinated resinsulfonic acid (Nafion-H)-catalyzed Friedel-Crafts alkylation of toluene and phenol with alkyl chloroformates and oxalates was studied, in both liquid- and gas-phase reactions. Alkylations gave good yields in clean reactions without the need for any complex decompositions or workup. No acylation side products were formed in the reactions. The question of C- versus O-alkylation is discussed.