Laboratoire de Chimie et Biochimie Toxicologiques et Pharmacologiques, CNRS UMR 8601, PRES Sorbonne Paris Cité, Université Paris Descartes, 45 Rue des Saints Pères, 75006 Paris, France.
Inorg Chem. 2011 Nov 7;50(21):10985-93. doi: 10.1021/ic201540x. Epub 2011 Sep 29.
Huisgen dipolar cycloaddition leads straightforwardly to new funnel complexes based on the calix[6]arene macrocycle bearing three functionalized triazoles as coordinating units at the small rim. Coordination to Zn(II) and Cu(I) cations was studied using (1)H NMR and IR spectroscopies and cyclic voltammetry. The nature of the substituents on the triazole ring affects the behavior of the ligands and their coordinating ability and controls the host-guest properties of the metal receptors for exogenous substrates. Depending on their substitution pattern but also on the metal ion and the guest ligand, the triazole-based systems behave either imidazole-like or pyridine-like. The ease of preparation and the versatility of 1,4-disubstituted-1,2,3-triazoles with tunable steric and electronic properties make them promising candidates for further applications from biology to materials.
Huisgen 双极性环加成反应直接导致了基于杯[6]芳烃大环的新型漏斗配合物的形成，这些配合物在小边缘上带有三个功能化的三唑作为配位单元。使用（1）H NMR 和 IR 光谱以及循环伏安法研究了与 Zn(II)和 Cu(I)阳离子的配位。三唑环上取代基的性质影响配体的行为及其配位能力，并控制金属受体对外源底物的主体-客体性质。根据取代模式以及金属离子和客体配体的不同，基于三唑的体系表现出类似于咪唑或吡啶的性质。1,4-二取代-1,2,3-三唑的制备简便，具有可调节的空间和电子性质，因此它们有望在从生物学到材料学等领域得到进一步应用。
