Higher Acenes by On-Surface Dehydrogenation: From Heptacene to Undecacene

Angew Chem Int Ed Engl. 2018 Aug 13;57(33):10500-10505. doi: 10.1002/anie.201802040. Epub 2018 Jun 7.

Abstract

A unified approach to the synthesis of the series of higher acenes up to previously unreported undecacene has been developed through the on-surface dehydrogenation of partially saturated precursors. These molecules could be converted into the parent acenes by both atomic manipulation with the tip of a scanning tunneling and atomic force microscope (STM/AFM) as well as by on-surface annealing. The structure of the generated acenes has been visualized by high-resolution non-contact AFM imaging and the evolution of the transport gap with the increase of the number of fused benzene rings has been determined on the basis of scanning tunneling spectroscopy (STS) measurements.

Keywords: acenes; atomic force microscopy; dehydrogenation; surface chemistry; undecacene.