Department of Chemistry , University of Miami , Coral Gables , Florida 33124 , United States.
J Phys Chem B. 2019 Dec 12;123(49):10562-10568. doi: 10.1021/acs.jpcb.9b08659. Epub 2019 Dec 3.
Partial oxidation of the pillar[5]arene macrocycle with Fe(III) leads to the isolation of a fibrous purple solid with high porosity. Experimental and computational data indicate that the solid material is primarily composed of macrocycles in which two of the hydroquinone units have been oxidized to benzoquinone units. Self-assembly takes place through the formation of multiple quinhydrone charge-transfer complexes between hydroquinone and benzoquinone units on adjacent macrocycles, providing a rare example of self-assembly based on a pentagonal molecular symmetry.
柱[5]芳烃大环的部分氧化导致分离出一种具有高孔隙率的纤维状紫色固体。实验和计算数据表明,该固体材料主要由大环组成,其中两个对苯二酚单元已被氧化为苯醌单元。自组装是通过在相邻大环的对苯二酚和苯醌单元之间形成多个醌氢醌电荷转移配合物来进行的,为基于五重分子对称性的自组装提供了一个罕见的例子。