Tetracyanocorannulene – an Easily Accessible and Strongly Electron‐Deficient Compound

Herein we report the synthesis of tetracyanocorannulene by a simple and clean reaction that in principle can be performed on a multigram scale. The tetranitrile can be transformed into corannulene‐fused imides with fluorinated substituents. The cyano compound as well as the imides were investigated structurally by X‐ray diffraction and electrochemically by cyclic voltammetry. Tetracyanocorannulene as well as the derived bis[(pentafluorophenyl)imide] proved to be corannulene compounds with a large electron affinity. Tetracyanocorannulene can be generated by a simple and clean reaction starting from available tetrabromocorannulene. The tetranitrile can be transformed into corannulene‐fused imides with fluorinated substituents. Tetracyanocorannulene as well as the derived bis(pentafluorophenylimide) proved to have a large electron affinity.