Ultraviolet Absorption Spectroscopy and Nuclear Magnetic Resonance Spectroscopy of Complexes of Sulfonamides with Cyclic Polyether 18-Crown-6

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The interaction of sulfonamides with 18-crown-6 (1,4,7,10,13,16-hexaoxacyclooctadecane) was studied, observing the effect on the spectroscopic properties of sulfonamides in chloroform solution. From the ultraviolet (UV) absorption spectra and the nuclear magnetic resonance (NMR) spectra, the stoichiometry and the stability constant K of the formation of complex were calculated. The measurement of K values according to the NMR method gives excellent results compared with that according to the UV method. On the other hand, it was observed that the binding mechanism was the inclusion of the primary amino group of 4-position of sulfonamides in the anionic cavity of 18 crown-6,and the hydrogen bonding might be a primary force of the formation of these complexes.
1979-03-25