Institut für Organische Chemie, Universität Duisburg-Essen, Universitätsstraße 7, 45117, Essen, Germany.
Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Angew Chem Int Ed Engl. 2020 Sep 21;59(39):17154-17161. doi: 10.1002/anie.202005374. Epub 2020 Jul 29.
In the last years, chalcogen bonding, the noncovalent interaction involving chalcogen centers, has emerged as interesting alternative to the ubiquitous hydrogen bonding in many research areas. Here, we could show by means of high-level quantum chemical calculations that the carbonyl⋅⋅⋅tellurazole chalcogen bond is at least as strong as conventional hydrogen bonds. Using the carbonyl⋅⋅⋅tellurazole binding motif, we were able to design complex supramolecular networks in solid phase starting from tellurazole-substituted cyclic peptides. X-ray analyses reveal that the rigid structure of the cyclic peptides is caused by hydrogen bonds, whereas the supramolecular network is held together by chalcogen bonding. The type of the supramolecular network depends on peptide used; both linear wires and a honeycomb-like supramolecular organic framework (SOF) were observed. The unique structure of the SOF shows two channels filled with different types of solvent mixtures that are either locked or freely movable.
在过去的几年中,硫属键合作为一种非共价相互作用,涉及硫属中心,已成为许多研究领域中普遍存在的氢键的有趣替代物。在这里,我们通过高水平的量子化学计算表明,羰基······三唑硫属键的强度至少与传统氢键相当。我们使用羰基······三唑硫属键结合模式,能够从三唑取代的环状肽开始在固相设计复杂的超分子网络。X 射线分析表明,环状肽的刚性结构是由氢键引起的,而超分子网络则由硫属键合保持在一起。超分子网络的类型取决于所用的肽;观察到线性线和蜂窝状超分子有机骨架 (SOF)。SOF 的独特结构显示出两个充满不同类型溶剂混合物的通道,这些通道要么被锁定,要么可以自由移动。