Twisted Nanographenes with Robust Conformational Stability

Nanomaterials (Basel). 2024 Oct 30;14(21):1737. doi: 10.3390/nano14211737.

Abstract

Owing to a lack of methodology for rationally and selectively synthesizing twisted nanographenes, it is usually inevitable that we obtain nanographenes as a mixture with various geometries, such as unidirectionally twisted, alternatively twisted, randomly twisted, and even wavy structures, reflecting the high activation barriers among them. Otherwise, they are interconvertible if the barriers are low enough such that only averaged properties can be observed under a thermal equilibrium. Recently, we reported on a double-twisted nanographene containing four [6]helicene units within the skeleton. In this paper, we discuss the robust conformational stability of the nanographene, both experimentally and computationally. The results indicate that the nanographene could only be racemized at temperatures exceeding 200 °C, and the first flip of one of the four [6]helicene units is the rate-degerming step.

Keywords: helicene; nanographene; twist.

Grants and funding

Financial support was provided by the National Natural Science Foundation of China (No. 2022161035); the Education Department of Inner Mongolia Autonomous Region (NJYT22089); the Funding Scheme for High-Level Overseas Chinese Students’ Return; International Collaborative Research Program of the Institute for Chemical Research (ICR), Kyoto University (2022-39 and 2023-46); the JSPS KAKENHI (No. JP22H045380); Advanced Technology Institute Research Grants 2023; ISHIZUE 2024 of Kyoto University; and the JACI Prize for Encouraging Young Researchers.