ISIS &icFRC, Université de Strasbourg &CNRS, 8 allée Gaspard Monge, 67000 Strasbourg, France.
Nat Chem. 2014 Nov;6(11):1017-23. doi: 10.1038/nchem.2057. Epub 2014 Sep 14.
Dynamic covalent chemistry relies on the formation of reversible covalent bonds under thermodynamic control to generate dynamic combinatorial libraries. It provides access to numerous types of complex functional architectures, and thereby targets several technologically relevant applications, such as in drug discovery, (bio)sensing and dynamic materials. In liquid media it was proved that by taking advantage of the reversible nature of the bond formation it is possible to combine the error-correction capacity of supramolecular chemistry with the robustness of covalent bonding to generate adaptive systems. Here we show that double imine formation between 4-(hexadecyloxy)benzaldehyde and different α,ω-diamines as well as reversible bistransimination reactions can be achieved at the solid/liquid interface, as monitored on the submolecular scale by in situ scanning tunnelling microscopy imaging. Our modular approach enables the structurally controlled reversible incorporation of various molecular components to form sophisticated covalent architectures, which opens up perspectives towards responsive multicomponent two-dimensional materials and devices.
动态共价化学依赖于在热力学控制下形成可逆共价键来生成动态组合库。它为多种复杂的功能结构提供了途径，从而针对多个技术相关的应用，如药物发现、（生物）传感和动态材料。在液体介质中已经证明，通过利用键形成的可逆性，可以将超分子化学的纠错能力与共价键的坚固性结合起来，生成自适应系统。在这里，我们展示了 4-（十六烷氧基）苯甲醛与不同的α，ω-二胺之间的双亚胺形成以及可逆的双 transimination 反应可以在固/液界面上实现，这可以通过原位扫描隧道显微镜成像在亚分子尺度上进行监测。我们的模块化方法能够实现各种分子组件的结构控制可逆掺入，以形成复杂的共价结构，这为响应性多组分二维材料和器件开辟了前景。
