Porous Organic Material from Discotic Tricarboxyamide: Side Chain–Core interactions

The benzene-1,3,5-tricarboxyamide containing three l-methionine (1) self-assemble through 3-fold amide–amide hydrogen bonds and π–π stacking to fabricate one-dimensional nanorod like structure. However, the tyrosine analogue (2) carrying multiple H-bonding side chains lost the C3 symmetry and 3-fold amide–amide hydrogen bonds and developed a porous structure. The porous material exhibits ten times more N2 sorption (155 cc/g) than the columnar one, indicating that side chain–core interactions have a drastic effect on structure and function.