ArticleNature communications2023
A dodecamethoxy[6]cycloparaphenylene consisting entirely of hydroquinone ethers: unveiling in-plane aromaticity through a rotaxane structure.
Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Cycloazulenylene.Angewandte Chemie (International ed. in English) · 2026Article
- Toward Larger Cyclo-9,10-Anthryleneparaphenylenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- A Precisely Bromo-Functionalized [9]Cycloparaphenylene as a Platform for Late-Stage Multisite π-Extension Toward Chiral Nanohoops.Angewandte Chemie (International ed. in English) · 2026Article
- Macrocyclic geminal diols: synthesis, structures, stability and photophysical properties.Chemical science · 2026Article
- Synthesis of Enantiopure [3]Cyclorubicenes.Angewandte Chemie (International ed. in English) · 2026Article
- Optical Axial Chirality Enhancement and Transfer within Aromatic Micelles upon (Co-)encapsulation.JACS Au · 2025Article
- Nanohoops Favour Light-Induced Energy Transfer over Charge Separation in Porphyrin/[10]CPP/Fullerene Rotaxanes.Angewandte Chemie (International ed. in English) · 2025Article
- Pillar[5]arenes decorated with six-membered-ring aromatics at all the substitution positions.Chemical science · 2024Article
- Tris-Azo Triangular Paraphenylenes: Synthesis and Reversible Interconversion into Radial π-Conjugated Macrocycles.Journal of the American Chemical Society · 2024Article
- Synthesis and metalation of polycatechol nanohoops derived from fluorocycloparaphenylenes.Chemical science · 2023Article
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Authors and funding
6 authors.
Funding
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Abstract
[n]Cycloparaphenylenes ([n]CPPs, where n is the number of phenylene groups), consisting of 1,4-linked phenylene unit, have attracted much attention due to their cyclic π-conjugated structures and physical properties. However, functionalizing of the benzene rings of smaller [n]CPPs (n < 7) has been a challenge due to ring strain and steric hindrance of the substituents that hampers their synthesis. Here we show successful synthesis of a new [6]CPP derivative with twelve methoxy groups at the 2,5-positions of all benzene rings by utilizing our developed CPP synthesis method via a macrocyclic gold complex. This molecule exhibited a significantly higher oxidation potential caused by the electron-donating ability of the methoxy groups and the tubular molecular conformation, allowing facile oxidation to give dicationic species with in-plane aromaticity. Furthermore, this molecule successfully included with the guest molecules with a flexible alkyl chain in the cavity, enabling the creation of a CPP-based rotaxane, which exploited its mechanically interlocked molecular structure to the first experimental observation that the in-plane aromaticity in the center of the macrocycle.
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