(Figure Presented) We report the synthesis and characterization of 12 C-shaped methylene-bridged glycoluril dimers (1-12) bearing H-bonding groups on their aromatic rings. Compounds 1, 2, (±)-4a, (±)-5, (±)-7, and 8 form tightly associated homodimers in CDCl3, due to the combined driving force of π,πand H-bonding interactions. Compounds 2, (±)-5, and 8, having disparate spatial distribution of their H-bonding groups, display the ability to efficiently distinguish between self and nonself even within three-component mixtures in CDCl3. When the spatial distribut...
