Corannulene: a molecular bowl of carbon with multifaceted properties and diverse applications
Eleni Nestoros,Mihaiela C. Stuparu
Chemical Communications Pub Date : 05/14/2018 00:00:00 , DOI:10.1039/C8CC02179A
Abstract

Unlike typical polycyclic aromatic hydrocarbons, such as coronene, which are flat and planar, corannulene is a molecular bowl of carbon. It can be imagined as the cap region of fullerene C60 or an end of a single-walled carbon nanotube. This structural distinction manifests itself in unique properties. For example, corannulene exhibits bowl-flipping dynamics, electron accepting capability, and formation of a ball-in-socket type of interaction with C60. These varied properties allow for application of corannulene in a myriad of disciplines ranging from organic electronics and sensing to energy storage and self-assembly. In this feature article, our goal is to discuss the major synthetic developments in corannulene chemistry which allow the scientific community access to this beautiful molecule in a practical fashion, the unique properties of the corannulene nucleus that sets it apart from the planar polynuclear aromatic hydrocarbons, and lastly its applications in the arena of materials chemistry.

Graphical abstract: Corannulene: a molecular bowl of carbon with multifaceted properties and diverse applications