Self-Assembly of Quinazolinedione Rosettes.

A quinazoline-2,4(1H,3H)-dione bearing a phenylene moiety and aliphatic tails was synthesized as an alternative self-assembling building block to barbiturate molecules, aiming to achieve enhanced hydrolysis resistance. The compound self-assembles in non-polar solvents to form linear supramolecular polymers via the formation of hydrogen-bonded cyclic hexamers (rosettes), a process confirmed by powder X-ray diffraction (PXRD) analysis of the bulk material. Our results demonstrate that quinazoline-2,4(1H,3H)-dione serves as an effective hydrogen-bonding building block, suggesting its potential to form stable supramolecular polymers from versatile π-conjugated molecules.