基于六氧杂杯[3]芳烃的双位点受体对银离子控制的烷基铵离子的选择性识别

A Hexahomotrioxacalix[3]arene-Based Ditopic Receptor for Alkylammonium Ions Controlled by Ag⁺ Ions.

机构信息

Department of of Applied Chemistry, Faculty of Science and Engineering, Saga University, Honjo-machi 1, Saga 840-8502 Japan.

Department of Chemistry, Memorial University of Newfoundland, St. John's, Newfoundland and Labrador A1B 3X7, Canada.

出版信息

Molecules. 2018 Feb 21;23(2):467. doi: 10.3390/molecules23020467.

DOI:10.3390/molecules23020467

PMID:29466302

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6017278/

Abstract

A receptor cone-1 based on a hexahomotrioxacalix[3]arene bearing three pyridyl groups was successfully synthesized, which has a C₃-symmetric conformation and is capable of binding alkylammonium and metal ions simultaneously in a cooperative fashion. It can bind alkylammonium ions through the -cavity formed by three aryl rings. This behaviour is consistent with the cone-in/cone-out conformational rearrangement needed to reorganize the cavity for endo-complexation. As a C₃-symmetrical pyridyl-substituted calixarene, receptor cone-1 can also bind an Ag⁺ ion, and the nitrogen atoms are turned towards the inside of the cavity and interact with Ag⁺. After complexation of tris(2-pyridylamide) derivative receptor cone-1 with Ag⁺, the original C₃-symmetry was retained and higher complexation selectivity for n-BuNH₃⁺ versus t-BuNH₃⁺ was observed. Thus, it is believed that this receptor will have a role to play in the sensing, detection, and recognition of Ag⁺ and n-BuNH₃ ions.

摘要

成功合成了一种基于六元同三聚氧杂杯[3]芳烃并带有三个吡啶基的受体锥形 1，其具有 C₃对称构象，能够以协同方式同时结合烷基铵和金属离子。它可以通过三个芳环形成的 π-腔结合烷基铵离子。这种行为与需要重新组织空腔以进行内配合的锥形进/出构象重排一致。作为一种 C₃对称吡啶取代的杯芳烃，受体锥形 1 也可以结合 Ag⁺离子，氮原子朝向空腔内部并与 Ag⁺相互作用。在三（2-吡啶酰胺）衍生物受体锥形 1 与 Ag⁺配位后，保留了原始的 C₃对称性，并观察到对 n-BuNH₃⁺与 t-BuNH₃⁺的更高络合选择性。因此，相信这种受体将在 Ag⁺和 n-BuNH₃离子的传感、检测和识别中发挥作用。