The formation of complexes between aza-derivatives of crown ethers and primary alkylammonium salts. Part 3. Monobenzo-derivatives of diaza-analogues and diazametacyclophanes

Abstract

The diaza-analogues of crown ethers (3b and e–g) form complexes with primary alkylammonium thiocyanates in non-polar solvents in which the binding energy is comparable with that found for the complexes of the analogous host molecules lacking the fused benzene ring substituent. These relative binding energies are based upon a kinetic method using n.m.r. line-shape techniques. The host molecule (6b) forms complexes with primary alkylammonium thiocyanates in which guest–host binding energy is significantly greater than for the [12] metacyclophane derivatives (3).