Gómez-González Borja, Francisco Vitor, Montecinos Rodrigo, García-Río Luis
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS) and Departamento de Química Física, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain.
CNC-Center for Neurosciences and Cell Biology, University of Coimbra, 3004-517 Coimbra, Portugal.
Org Biomol Chem. 2017 Jan 25;15(4):911-919. doi: 10.1039/c6ob02573k.
The selective binding behavior of a trimethylammonium-derived pillar[5]arene towards different guests in aqueous media and under neutral conditions is reported. Although it is known that this macrocycle has the capability to form complexes with guests, we anticipate that the intrinsic pillar shape of the macrocycle with two positively charged rims should allow a diversity of binding modes. The three guests were selected based on their charge and size. The inclusion binding modes and the affinity of the macrocycle to form host-guest complexes were determined by ITC and NMR techniques. We reveal the ability of a cationic water soluble pillar[5]arene to effectively complex two guest molecules, one in each rim, evidencing the diversity of binding modes. Two different structures for 1 : 1 and three for 1 : 2 complexes are reported showing the pillararene ability for internal/external binding.
报道了一种三甲基铵衍生的柱[5]芳烃在水性介质和中性条件下对不同客体的选择性结合行为。尽管已知这种大环能够与客体形成络合物，但我们预计，具有两个带正电荷边缘的大环的固有柱形应允许多种结合模式。根据电荷和大小选择了三种客体。通过等温滴定量热法（ITC）和核磁共振（NMR）技术确定了大环形成主客体络合物的包合结合模式和亲和力。我们揭示了阳离子水溶性柱[5]芳烃有效络合两个客体分子的能力，每个边缘各一个，证明了结合模式的多样性。报道了1:1配合物的两种不同结构和1:2配合物的三种不同结构，展示了柱芳烃的内部/外部结合能力。
