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Dynamic Covalent Chemistry as a Facile Route to Unusual Main-Group Thiolate Assemblies and Disulfide Hoops and Cages.
ChemPlusChem ( IF 3.0 ) Pub Date : 2020-05-20 , DOI: 10.1002/cplu.202000257
Ngoc-Minh Phan 1 , Edmundo G Percástegui 2, 3 , Darren W Johnson 1
Affiliation  

Dynamic Covalent Chemistry (DCC) – combining the robustness of covalent bonds with the self‐correcting nature of supramolecular chemistry – facilitates the modular synthesis of complex molecular assemblies in high yields. Although numerous reactions form covalent bonds, only a small set of chemical transformations affect covalent bond formation reversibly under suitable conditions for DCC. Further progress in this area still requires the identification of dynamic motifs and greater insights into their reversibility. We have fruitfully employed DCC of both thiolate coordination to main‐group elements and disulfide formation for the facile self‐assembly of: (1) metal/metalloid–thiolate assemblies, and (2) purely organic cyclic and caged disulfides, thioethers, and even hydrocarbons, many of which have remained elusive by traditional stepwise synthesis yet form readily through our methods. In this Minireview, we highlight the approaches to prepare these unusual compounds and the factors inducing structural transformations or favoring the formation of certain products over others, given a set of external stimuli or reaction conditions.

中文翻译:

动态共价化学是通往异常主族硫醇盐组装体和二硫键环和笼子的便捷途径。

动态共价化学(DCC)–将共价键的鲁棒性与超分子化学的自校正性质结合在一起–促进了高产量复杂分子组装的模块化合成。尽管许多反应形成共价键,但在适当的DCC条件下,只有一小部分化学转化可逆地影响共价键的形成。在这一领域的进一步发展仍然需要确定动态图案并对其可逆性有更深入的了解。我们已经成功地利用了硫醇盐与主族元素配位和二硫键形成的DCC,以实现以下方面的自组装:(1)金属/准金属-硫醇盐分子;以及(2)纯有机环状和笼状二硫键,硫醚,甚至碳氢化合物 通过传统的逐步合成方法,其中许多方法仍然难以实现,但通过我们的方法很容易形成。在此Minireview中,我们强调了制备这些不寻常化合物的方法,以及在给定一组外部刺激或反应条件的情况下,导致结构转变或有利于某些产物形成的因素。
更新日期:2020-05-20
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