Trezimides Tennimides

Trezimides and tennimides are new imide based trimeric and tetrameric macrocycles! 
The reaction of isophthaloyl dichloride with 2-aminopyridine or 2-aminopyrimidine provides a facile entry into a new class of imide-based "3 + 3" macrocyclic trimer (trezimide), together with the known tetramer scaffold (tennimide). The trezimides can adopt two distinct asymmetric conformations in the solid state, isolated as (P) in (IO)3 (from 2-aminopyridine) and (R) in (26IO)3 (from 2-aminopyrimidine). Macrocycle formation relies on the o-pyr(im)idine N functionality and preorganized imide hinge together with the inherent flexibility of the isophthaloyl groups.