Half-substituted fluorocycloparaphenylenes with high symmetry: synthesis, properties and derivatization to densely substituted carbon nanorings

Hiroki Shudo; Motonobu Kuwayama; Yasutomo Segawa; Akiko Yagi; Kenichiro Itami

doi:10.1039/D3CC04887J

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Half-substituted fluorocycloparaphenylenes with high symmetry: synthesis, properties and derivatization to densely substituted carbon nanorings†

Hiroki Shudo,

^a Motonobu Kuwayama,

^b Yasutomo Segawa,

^bcd Akiko Yagi

^ae and Kenichiro Itami

*^abe

Author affiliations

* Corresponding authors

^a Department of Chemistry, Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan
E-mail: itami@chem.nagoya-u.ac.jp

^b JST-ERATO, Itami Molecular Nanocarbon Project, Nagoya University, Chikusa, Nagoya 464-8602, Japan

^c Institute for Molecular Science, Myodaiji, Okazaki, Japan

^d The Graduate University for Advanced Studies, SOKENDAI, Myodaiji, Okazaki, Japan

^e Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Chikusa, Nagoya 464-8602, Japan

Abstract

Fluorinated cycloparaphenylenes (FCPPs) have attracted attention as electron-accepting CPPs as well as strained fluoroarenes. Herein, we report the synthesis and properties of novel FCPPs; F₁₆[8]CPP and F₁₂[6]CPP. Furthermore, the derivatization of F₁₆[8]CPP afforded a new carbon nanoring where sixteen pyrrole rings are densely substituted on the CPP framework.

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DOI: https://doi.org/10.1039/D3CC04887J
Article type: Communication
Submitted: 03 Oct 2023
Accepted: 18 Oct 2023
First published: 18 Oct 2023

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Chem. Commun., 2023,59, 13494-13497

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Half-substituted fluorocycloparaphenylenes with high symmetry: synthesis, properties and derivatization to densely substituted carbon nanorings

H. Shudo, M. Kuwayama, Y. Segawa, A. Yagi and K. Itami, Chem. Commun., 2023, 59, 13494 DOI: 10.1039/D3CC04887J

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Chemical Communications

Half-substituted fluorocycloparaphenylenes with high symmetry: synthesis, properties and derivatization to densely substituted carbon nanorings†

Abstract

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Half-substituted fluorocycloparaphenylenes with high symmetry: synthesis, properties and derivatization to densely substituted carbon nanorings

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