FTIR and 1H NMR Spectral Study of 3-(Substituted Benzamido)-5,6,7,8-Tetrahydro-5,8-methanoiso-quinolines And Related Compounds

The title benzamide derivatives were synthesized. FTIR spectra of the benzamides having substituents p-NH₂, p-OCH₃, p-CH₃ 3, p-F, H 5,p-CI, p-CF₃, p-CN, p-NO₂ 9 and m-Cl 10 and their related compounds were measured in dilute n-heptane, CCl₄, CHCl₃ and CH₂Cl₂ solutions. ¹H NMR spectra of the benzamides were also measured in CDCl₃ solution. Substituent effects on these spectra were investigated. The results were theoretically considered together with CNDO/2 calculation ones. Conformational analysis of 5 was carried out by the AMl method, and the results were compared with the X-ray structural data of 3, 5, 9 and 10. The intermolecular hydrogen bondings in crystals of the benzamides were examined based on the frequency shifts of their C=0 stretching vibration bands.