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.