Interactions of 1,8-bis(dimethylamino)naphthalene with pentafluorobenzoic acid in [2H3]acetonitrile

Abstract

FTIR and ¹H, ¹³C and ¹⁹F NMR spectroscopic studies on 1,8-bis(dimethylamino)naphthalene mixtures (1 : 1 and 1 : 2) with pentafluorobenzoic acid and FTIR studies of 1,8-bis(dimethylamino)naphthalene mixtures (1 : 1 and 1 : 2) with 2,3,5,6-tetrafluorobenzoic acid in acetonitriie have been performed. It was shown that 1,8-bis(dimethylamino)naphthalene with two molecules of acid forms homoconjugated anions and protonated 1,8-bis(dimethylamino)naphthalene. In the case of a 1 : 1 mixture of 1,8-bis(dimethylamino)naphthalene with pentafluorobenzoic acid, decarboxylation of the acid is observed at room temperature.