Spectroscopic studies and PM5 semiempirical calculations of new hydrazone of gossypol with 3,6,9-trioxadecylhydrazine

Article abstract of DOI:10.1016/j.molstruc.2006.06.034

A new hydrazone of gossypol with 3,6,9-trioxadecylhydrazine (GHTO) has been synthesised and its structure has been studied by ¹H NMR, ¹³C NMR, FT-IR spectroscopy and PM5 semiempirical methods. The results have shown that the newly synthesised hydrazone exists in solution in the N-imine-N-imine tautomeric form, stabilized by several intramolecular hydrogen bonds among which the O₇H ^?N₁₆ intramolecular hydrogen bond is the strongest. The structure of GHTO is visualized by the PM5 semiempirical calculations.