transannular interaction in n-aryl-5-azocanones, a semiempirical quantum mechanics and uv spectroscopy studies

the ability of the present semiempirical quantum mechanics methods are surveyed for reproducing the transannular interaction in the bifunctional n-phenyl-5-azocanones. the am1 method is the best with the order of reliability being am1, pm3, mndo and mindo/3. am1 calculations were then carried out for quantification of transannular interaction. the n(o) ionization potential has been used for this purpose. a linear correlation is found between the n(o) ionization potential and the hammett substituent constant (s). the uv spectroscopy was used to study the transannular bond formation n-aryl-5-azocanone derivatives.