Dynamic covalent chemistry of bisimines at the solid/liquid interface monitored by scanning tunnelling microscopy
Dynamic covalent chemistry of bisimines at the solid/liquid interface monitored by scanning tunnelling microscopy
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DOI：
10.1038/nchem.2057
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发表时间：
2014-11-01
期刊：
影响因子：
21.8
通讯作者：
Samori, Paolo
中科院分区：
文献类型：
--
作者：
Ciesielski, Artur;El Garah, Mohamed;Samori, Paolo
动态共价化学依靠在热力学控制下可逆共价键的形成来生成动态组合文库。它提供了多种类型的复杂功能结构的访问，从而针对几个技术相关的应用，如药物发现，（生物）传感和动态材料。在液体介质中，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鲁棒性结合起来产生自适应系统。本文通过原位扫描隧道显微镜成像在亚分子尺度上监测到，4-（十六烷基氧基）苯甲醛与不同的α、ω -二胺之间可以在固/液界面上形成双亚胺以及可逆的双渗反应。我们的模块化方法能够在结构上控制各种分子组分的可逆结合，形成复杂的共价结构，这为响应多组分二维材料和器件开辟了前景。
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 alpha,omega-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.