A Highly Strained All‐Phenylene Conjoined Bismacrocycle

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Abstract
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−1 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‐C61‐butyric acid methyl ester was investigated, which represents the first peanut‐shaped 1:2 host–guest complex based on bismacrocycles.
Funding Information
  • National Natural Science Foundation of China (21971229, 51772285, U1932214, 21872130)

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