一种高度应变的全亚苯基连接双大环化合物。
A Highly Strained All-Phenylene Conjoined Bismacrocycle.
作者信息
Zhang Xinyu, Shi Hong, Zhuang Guilin, Wang Shengda, Wang Jinyi, Yang Shangfeng, Shao Xiang, Du Pingwu
机构信息
Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Materials for Energy Conversion, Department of Materials Science and Engineering,iChEM, University of Science and Technology of China, Hefei, Anhui Province, 230026, China.
Department of Chemical Physics, CAS Key Laboratory of Urban Pollutant Conversion, Synergetic Innovation Center of Quantum Information and Quantum Physics, University of Science and Technology of China, Hefei, Anhui Province, 230026, China.
出版信息
Angew Chem Int Ed Engl. 2021 Aug 2;60(32):17368-17372. doi: 10.1002/anie.202104669. Epub 2021 Jun 30.
Herein, we report the precise synthesis of a 3D highly strained all-phenylene bismacrocycle, termed conjoined (1,4)[10]cycloparaphenylenophane (SCPP[10]). This structure consists of a twisted benzene ring which is bridged twice by phenylene units anchored in two para-positions. The conjoined structure of SCPP[10] was confirmed in real space at the atomic scale by scanning tunneling microscopy. Theoretical calculations indicate that this bismacrocycle has a very high strain energy of 110.59 kcal mol and the largest interphenylene torsion angle of 46.07° caused by multiple repulsive interactions. Furthermore, a 1:2 host-guest complex of SCPP[10] and [6,6]-phenyl-C -butyric acid methyl ester was investigated, which represents the first peanut-shaped 1:2 host-guest complex based on bismacrocycles.
在此，我们报道了一种3D高张力全亚苯基双大环化合物的精确合成，该化合物称为连体（1,4）[10]环对亚苯基并苯（SCPP[10]）。这种结构由一个扭曲的苯环组成，该苯环由锚定在两个对位的亚苯基单元两次桥连。通过扫描隧道显微镜在原子尺度的实空间中证实了SCPP[10]的连体结构。理论计算表明，这种双大环化合物具有110.59 kcal mol的非常高的应变能，并且由于多重排斥相互作用导致最大的亚苯基间扭转角为46.07°。此外，还研究了SCPP[10]与[6,6]-苯基-C-丁酸甲酯的1:2主客体配合物，这是基于双大环化合物的首个花生形1:2主客体配合物。
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