Departamento de Química Orgánica, Universidad de Murcia, Campus de Espinardo, 30100, Murcia, Spain.
Department of Chemistry, Universitat de les Illes Balears, Crta. de Valldemossa km 7.5, 07122 Palma de Mallorca, Spain.
Dalton Trans. 2022 Jan 25;51(4):1325-1332. doi: 10.1039/d1dt03925c.
We describe here a comparative study between two tripodal anion receptors based on selenophene as the binding motif. The receptors use benzene or perfluorobenzene as a spacer. The presence of the electron-withdrawing ring activates the selenium atom for anion recognition inducing the formation of self-assembled supramolecular structures in the presence of chloride or bromide anions, which are bonded by the cooperative action of hydrogen and chalcogen bonding interactions. DOSY NMR and DLS experiments provided evidence for the formation of the supramolecular structures only in the presence of a perfluorobenzene based anion receptor while the analogous benzene one shows the classical anion/receptor complex without the participation of the selenium atom. The energetic and geometric features of the complexes of both receptors with the Cl and Br anions have been studied in solution. These results combined with the molecular electrostatic potential (MEP) surface plots allow us to rationalize the quite different behaviors of both receptors observed experimentally.
我们在这里描述了基于硒作为结合基序的两种三足阴离子受体的比较研究。受体使用苯或全氟苯作为间隔物。吸电子环的存在激活了硒原子，用于阴离子识别，在氯或溴阴离子的存在下诱导自组装超分子结构的形成，这些结构通过氢键和硫属键相互作用的协同作用结合。DOSY NMR 和 DLS 实验仅在存在基于全氟苯的阴离子受体的情况下提供了超分子结构形成的证据，而类似的苯基受体则显示出经典的阴离子/受体配合物，而不涉及硒原子。两种受体与 Cl 和 Br 阴离子的配合物的能量和几何特征已在溶液中进行了研究。这些结果与分子静电势（MEP）表面图结合在一起，使我们能够合理化实验中观察到的两种受体的截然不同的行为。
