Chiral Organic Cages with a Triple-Stranded Helical Structure Derived from Helicene
Chiral Organic Cages with a Triple-Stranded Helical Structure Derived from Helicene
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螺旋烯衍生的具有三链螺旋结构的手性有机笼
DOI：
10.1021/jacs.7b13512
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发表时间：
2018-02-28
影响因子：
15
通讯作者：
Qiu, Huibin
中科院分区：
文献类型：
--
作者：
Malik, Abaid Ullah;Gan, Fuwei;Qiu, Huibin
我们报告使用螺旋烯与一个内在的螺旋分子结构，通过亚胺缩合制备共价有机笼。有机笼揭示了一种[3+2]型结构，包含三股螺旋结构，其中三个螺旋烯单元以螺旋桨状方式排列，框架整体扭曲。这种结构的手性保留后，在有机溶剂中溶解，质子NMR和独特的棉花效应在圆二色性光谱中的一个强大的非对映异构体的效果所示。进一步的手性吸附研究表明，手性有机笼对一系列芳香族外消旋体具有较好的对映选择性。
We report the use of helicene with an intrinsic helical molecular structure to prepare covalent organic cages via imine condensation. The organic cages revealed a [3+2]-type architecture containing a triple stranded helical structure with three helicene units arranged in a propeller-like fashion with the framework integrally twisted. Such structural chirality was retained upon dissolution in organic solvents, as indicated by a strong diastereotopy effect in proton NMR and unique Cotton effects in circular dichroism spectra. Further study on chiral adsorption showed that the chiral organic cages possess considerable enantioselectivity toward a series of aromatic racemates.