Formation of a Macrocycles‐in‐a‐Macrocycle Superstructure with All‐gauche Conformation by Reversible Radical Association,Angewandte Chemie International Edition

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Formation of a Macrocycles‐in‐a‐Macrocycle Superstructure with All‐gauche Conformation by Reversible Radical Association
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-06-19 , DOI: 10.1002/anie.201804720
Liu Yuan ₁ , Yi Han ₁ , Tao Tao _{1,

2} , Hoa Phan ₁ , Chunyan Chi ₁

Affiliation

The formation of an unprecedented macrocycles‐in‐a‐macrocycle (MIM) superstructure by reversible radical–radical association of a triphenylamine based monomer terminated with three dicyanomethyl radicals is presented. The reaction yield is nearly quantitative and the obtained macrocycle contains three small dimeric macrocycles according to X‐ray crystallographic analysis. The six monomer molecules are linked by nine long dynamic covalent C(sp³)−C(sp³) bonds that all adopt a gauche conformation. Such a conformation favors the formation of a MIM structure rather than a 2D network with an all‐anti conformation. Two enantiomers with left‐/ right‐handed chirality exist in the single crystals of the superstructure.

中文翻译：

通过可逆自由基缔合形成具有全胶结构型的大环宏大环结构

提出了通过以三个二氰基甲基自由基为末端的三苯胺基单体的可逆自由基-自由基缔合，形成史无前例的大环-大环-大环（MIM）超结构。反应收率几乎是定量的，根据X射线晶体学分析，所获得的大环化合物包含三个小的二聚体大环化合物。六个单体分子通过九个长动态共价C（sp ³）-C（sp ³）键连接，这些键均采用gauche构象。这种构象有利于MIM结构的形成，而不是具有全反构象的2D网络。上层结构的单晶中存在两个具有左/右手性的对映体。

更新日期：2018-06-19

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