A new class of imide-and urea-based hetero-strands with a quadruple ADDA/DAAD hydrogen-bond array was designed and synthesized from easily accessible starting materials. The molecular recognition between the two different strands depends highly on the substituents and the linker between neighboring hydrogen-bonds, which results in the stability of these heteroduplexes varying from 103 to> 105 M− 1 in apolar solvents. In ...