Abstract Eight new bimacrocyclic concave pyridines 9 and six monomacrocyclic and open- chain analogues 10–12 were synthesized in overall yields up to 40%(up to 75% for nonmacrocyclic pyridines) starting from 2, 6-pyridinedicarbaldehydes 1, diamines 2 and diacyl dichlorides 7. Their basicities cover a range of more than three orders of magnitude. They are determined not only by the substitution pattern of the pyridine ring, but also by ...