Non-symmetric substituted ureas locked in an (E,Z) conformation: an unusual anion binding via supramolecular assembly

作者：Olivari Martina; Caltagirone Claudia^*; Garau Alessandra; Isaia Francesco; Light Mark E; Lippolis Vito; Montis Riccardo; Scorciapino Mariano Andrea

来源：New Journal of Chemistry, 2013, 37(3): 663-669.

DOI：10.1039/c2nj40877e

Two new asymmetric ureidic receptors L-1 (1-(1H-indol-7-yl)-3-(quinolin-2-yl)urea) and L-2 (1-(quinolin-2-yl)-3-(quinolin-8-yl) urea) have been synthesised and their affinity towards different anions tested in DMSO-d(6). L-1 adopts both in solution and in the solid state an (E,Z) conformation. A moderate affinity for acetate has been observed for L-1 while no interaction has been observed for L-2. The different behaviour has been ascribed to the presence/absence of the indole group. In the case of L-1 the indole group causes the formation of a peculiar supramolecular architecture with two molecules of the receptor binding the anions in the (E, Z) conformation via H-bonds. L-2 also adopts an (E, Z) conformation in the solid state. However, the absence of the indole group in L-2 hampers the formation of the supramolecular assembly with the participation of anionic species.

• 出版日期2013