A Double Twisted Nanographene with a Contorted Pyrene Core

Author:

Dong Yanping1,Zhang Zhiyu1,Hashikawa Yoshifumi2ORCID,Meng He1,Bai Fenghua1,Itami Kenichiro3,Chaolumen 1ORCID

Affiliation:

1. College of Chemistry and Chemical Engineering Inner Mongolia University Hohhot 010021 China

2. Institute for Chemical Research Kyoto University Uji, Kyoto 611-0011 Japan

3. Cluster for Pioneering Research RIKEN 2-1 Hirosawa, Wako Saitama 351-0198 Japan

Abstract

AbstractThe mature synthetic methodologies enable us to rationally design and produce chiral nanographenes (NGs), most of which consist of multiple helical motifs. However, inherent chirality originating from twisted geometry has just emerged to be employed in chiral NGs. Herein, we report a red‐emissive chiral NG constituted of orthogonally arranged two‐fold twisted π‐skeletons at a contorted pyrene core which contributes to optical transitions of S0→S1 and vice versa. The thus‐obtained NG exhibited a robustness on its redox properties through 2e uptake/release. The chemical oxidation generated stable radical cation whose absorption covers near‐infrared I and II regions. Overall, the contorted pyrene core governs electronic nature of the chiral NG. The twist operation on NGs would be, therefore, a design strategy to alter conventional chirality induction on NGs.

Funder

National Natural Science Foundation of China

Publisher

Wiley

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