Synthesis and spectroscopy of the Tröger's base derived from 2-aminoacridine

Abstract

The analogs of the Tröger's base, 7,17-methano-6,7,16,17- tetrahydrodiacridino-[3,4-b:3',4'-f]-[1,5]-diazocine was prepared starting from 2-aminoacridine instead of 3-aminoacridine. The new compound, 7,17-methano-6,7,16,17-tetrahydro-diacridino-[2,1-b:2',1'-f]-[1,5]-diazocine, has been fully characterized by 1H- and 13C- NMR spectroscopies using mono- and bi-dimensional techniques. Other aminoacridine derivatives failed to afford Tröger's bases.