Twisted Nanographenes with Robust Conformational Stability

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

• nanographene
• twist
• helicene