Self-assembly of tris(2-ureidobenzyl)amines with C 1 symmetry

Abstract

Tris(2-ureidobenzyl)amines bearing three differentially substituted arms have been synthesized. They possess an asymmetric nitrogen atom, the pivotal one, and thus they feature C 1 symmetry. The self-assembly of these C 1 -symmetric tris(2-ureidobenzyl)amines may potentially lead to multiple regio-and diastereoisomeric capsules coming from the pairing of the four stereoisomeric monomers with configurations (R, P), (S, P), (R, M) and (S, M). The 1 H-and 19 F{ 1 H}-NMR spectra confirm the presence of dimeric aggregates, as a mixture of several regio-and diastereoisomeric species.