THEORETICAL-STUDY OF ANION CARRIERS BASED ON TRIFLUOROACETOPHENONE

Model calculations on anion carrier ligands related to trifluoroacetop henone were carried out using the semiempirical AMI method in order to investigate the factors involved in such anion-ligand complexation. T he reaction of halogen derivatives of acetophenone with various nucleo philes such as water, carbonic acid, and bicarbonate anion was studied . By this means, the effect of various structural changes, such as var iation of the ring substituents and variation of the degree and type o f halogen atom substitution, could be determined. It is shown that in terms of relative stability, fluorine derivatives are preferable to ch lorine derivatives for the binding of water and carbonic acid. Monosub stitution of a methoxy group in the ortho position of the trifluoroace tophenone ring also brought about stability in the case of the hydrati on reaction. An electron-withdrawing ester group in the pam position o n the trifluoroacetophenone ring brings about stabilization also.