Persistent Ambipolar Heptacenes and Their Redox Species.

ABSTRACT: Sixfold TIPS-ethynylation combined with fourfold bromination of the armchair edges furnishes a long-lived, soluble heptacene; π-extension via Stille coupling accesses a persistent tetrabenzononacene. Both types of acenes were stabilized best by double TIPS-ethynylation on every other benzene ring. Tetrabromoheptacene is an ambipolar transistor material (up to 0.036 cm²  V^-1  s^-1 n-channel), which was corroborated by generation of its monoanion and monocation.

SUBMITTER: Zeitter N 

PROVIDER: S-EPMC9324111 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature