Two new asymmetric ureidic ligands L1 (1-(1H-indol-7-yl)-3-(quinolin-2-yl)urea) and L2 (1-(quinolin-2-yl)-3-(quinolin-8-yl)urea) have been synthesised and their affinity towards different anions tested in DMSO-d6. L1 adopts both in solution and in the solid state (two different polymorphs) an (E,Z) conformation. A moderate affinity for acetate has been observed with L1 while no interaction has been observed with L2. The different behaviour has been ascribed to the presence/absence of the indole group. In the case of L1 the indole group causes the formation of a peculiar supramolecular architecture with two molecules of the receptor binding the anions in (E,Z) conformation via H-bonds. L2 also adopts an (E,Z) conformation in the solid state. However, the absence of the indole in L2 hampers the formation of the supramolecular assembly with the partecipation of anionic species.
Non-symmetric substituted ureas locked in an (E,Z) conformation: an unusual anion binding via supramolecular assembly
MONTIS, RICCARDO;
2013
Abstract
Two new asymmetric ureidic ligands L1 (1-(1H-indol-7-yl)-3-(quinolin-2-yl)urea) and L2 (1-(quinolin-2-yl)-3-(quinolin-8-yl)urea) have been synthesised and their affinity towards different anions tested in DMSO-d6. L1 adopts both in solution and in the solid state (two different polymorphs) an (E,Z) conformation. A moderate affinity for acetate has been observed with L1 while no interaction has been observed with L2. The different behaviour has been ascribed to the presence/absence of the indole group. In the case of L1 the indole group causes the formation of a peculiar supramolecular architecture with two molecules of the receptor binding the anions in (E,Z) conformation via H-bonds. L2 also adopts an (E,Z) conformation in the solid state. However, the absence of the indole in L2 hampers the formation of the supramolecular assembly with the partecipation of anionic species.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
