A series of differently functionalised all-homocalixpyridines I and th
eir open-chain analogues II were synthesised by use of the Muller-Rosc
heisen reaction. Their complexation properties were then investigated,
by extraction and liquid membrane experiments. This new class of macr
ocycles con;posed of pyridine units shows a pronounced selectivity tow
ards soft metal ions, such as Ag-I, Pd-II, Hg-II and Au-III. The compl
exation behaviour can be easily modified by variation of the ring size
and substitution pattern, Molecular modelling studies of the ligands,
as well as their silver(I) and mercury(II) complexes, were performed
in order to understand the principles of complex formation. Furthermor
e, the use of the new ligands as ionophores in PVC-based membrane elec
trodes was studied.