Synthesis of 1,8,11,12-Tetrachlorotricyclo[6.2.2.02,7]dodec-2-ene-4,5:9,10-bis(dicarboximides)

Abstract

1,8,11,12-Tetrachlorotricyclo[6.2.2.0 2,7 ]dodec-11-ene-4,5 : 9,10-bis(dicarboximides) containing similar and different substituents on the nitrogen atoms were selectively synthesized by reactions of the corresponding dianhydride and imide anhydrides with aliphatic and aromatic amines in dimethylformamide. The structure of the resulting diimides was confirmed by independent synthesis via Diels-Alder reaction of N-substituted 1,2,3,4-tetrachlorobicyclo[4.4.0]deca-2,4-diene-8,9-carboximide with substituted maleimides.