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- Title
Synthesis and Characterization of a Pentiptycene‐Derived Dual Oligoparaphenylene Nanohoop.
- Authors
Xu, Wei; Yang, Xiao‐Di; Fan, Xiang‐Bing; Wang, Xin; Tung, Chen‐Ho; Wu, Li‐Zhu; Cong, Huan
- Abstract
Structural designs combining oligoparaphenylene‐derived nanohoops with other functional organic building blocks should lead to novel molecular architectures with intriguing properties. Herein, we describe the synthesis of a pentiptycene‐derived chiral dual nanohoop molecule with key steps including ring expansion through dianthracene cycloreversion and transannular [4+2] cycloaddition across a 64‐membered macrocycle. The crystal structure of the nanohoop molecule displays an ordered packing pattern with long‐range channels in the solid state. Furthermore, nonracemizable enantiomers of the nanohoop were obtained through resolution and exhibited promising chiroptical properties.
- Subjects
PHENYLENE compounds; RING formation (Chemistry); MOLECULAR structure; CYCLOELIMINATION reactions; MACROCYCLIC compounds; CHEMICAL synthesis
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 12, p3983
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201814482