The imine bond--formed by the reversible condensation of an amine and an aldehyde--and its applications as a dynamic covalent bond in the template-directed synthesis of molecular compounds, will be the focus of this tutorial review. Template-directed synthesis--or expressed another way, supramolecular assistance to covalent synthesis--relies on the use of reversible noncovalent bonding interactions between molecular building blocks in order to preorganise them into a certain relative geometry as a prelude to covalent bond formation to afford the thermodynamically preferred product. The use of this so-called dynamic covalent chemistry (DCC) in templated reactions allows for an additional amount of reversibility, further eliminating potential kinetic products by allowing the covalent bonds that are formed during the template-directed reaction to be 'proofread for errors', thus making it possible for the reaction to search out its thermodynamic minimum. The marriage of template-directed synthesis with DCC has allowed chemists to construct an increasingly complex collection of compounds from relatively simple precursors. This new paradigm in organic synthesis requires that each individual piece in the molecular self-assembly process is preprogrammed so that the multiple recognition events expressed between the pieces are optimised in a highly cooperative manner in the desired product. It offers an extremely simple way of making complex mechanically interlocked compounds--e.g., catenanes, rotaxanes, suitanes, Borromean rings and Solomon knots--from relatively simple precursors.

中文翻译：

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采用可逆亚胺键形成的模板指导合成。

由胺和醛的可逆缩合形成的亚胺键及其在分子化合物的模板指导合成中作为动态共价键的应用将成为本教程的重点。模板指导的合成-或以另一种方式表示，共价合成的超分子辅助-依赖于分子构件之间可逆的非共价键相互作用的使用，以便将它们预先组织成一定的相对几何结构，作为共价键形成的前奏。热力学上优选的产品。在模板化反应中使用这种所谓的动态共价化学（DCC）可以增加可逆性，通过允许在模板指导的反应过程中形成的共价键被“校对错误”，从而进一步消除了潜在的动力学产物，从而使反应有可能找出其热力学最小值。模板指导的合成与DCC的结合使化学家能够从相对简单的前体中构建出越来越复杂的化合物集合。这种有机合成的新范例要求对分子自组装过程中的每个单个片段进行预编程，以便在片段之间表达的多个识别事件以高度协作的方式优化所需的产品。它提供了一种非常简单的方法来制备复杂的机械互锁化合物，例如，链烷，轮烷，速烷，