2025-06-09 理化学研究所,名古屋大学
本研究で開発したオールアジンナノリング
<関連情報>
- https://www.riken.jp/press/2025/20250609_4/index.html
- https://www.nature.com/articles/s41467-025-59934-5
フルアジン・カーボンナノリングであるシクロパラジン Cycloparaazine, a full-azine carbon nanoring
Till Drennhaus,Daiki Imoto,Elena S. Horst,Lena Lezius,Hiroki Shudo,Tomoki Kato,Klaus Bergander,Constantin G. Daniliuc,Dirk Leifert,Akiko Yagi,Armido Studer & Kenichiro Itami
Nature Communications Published:09 June 2025
DOI:https://doi.org/10.1038/s41467-025-59934-5
Abstract
Cycloparaphenylenes (CPPs) and related carbon nanorings (CNRs) represent iconic molecular entities in molecular nanocarbon science. While theoretical studies predict that the introduction of nitrogen atoms (N-doping) onto CPP frameworks would add a number of fascinating properties, only a handful of partially N-doped carbon nanorings have been synthesized. We herein report the synthesis of a long-awaited cycloparaazine (CPA), where every para-connected aromatic moiety consists of a N-heterocycle, and two other highly N-doped CNRs. The evaluation of optoelectronic and structural properties coupled with theoretical studies uncovered the impact of both the amount and positioning of N-doping onto the nanorings properties; far less ring strain, red-shifted UV–vis absorption and fluorescence, smaller HOMO–LUMO gaps and both higher reduction and oxidation potentials than pristine CPPs. Ultimately, new potential applications of highly N-doped nanorings were examined in non-covalent supramolecular property engineering with Lewis acids and as energy storage materials.