Closing the Nanographene Gap: Surface‐Assisted Synthesis of Peripentacene from 6, 6′‐Bipentacene Precursors. (20th October 2015)

• Record Type: Journal Article
• Authors: Rogers, Cameron; Chen, Chen; Pedramrazi, Zahra; Omrani, Arash A.; Tsai, Hsin‐Zon; Jung, Han Sae; Lin, Song; Crommie, Michael F.; Fischer, Felix R.
• Is Part Of: Angewandte Chemie. Volume 127:Number 50(2015)
• Page Start: 15358
• Page End: 15361
• Publication Date: 2015-10-20
• Subjects: Arene -- Graphen -- Kontaktfreie AFM -- Oberflächenchemie -- Periacen; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201507104
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: The thermally induced cyclodehydrogenation reaction of 6, 6′‐bipentacene precursors on Au(111) yields peripentacene stabilized by surface interactions with the underlying metallic substrate. STM and atomic‐resolution non‐contact AFM imaging reveal rectangular flakes of nanographene featuring parallel pairs of zig‐zag and armchair edges resulting from the lateral fusion of two pentacene subunits. The synthesis of a novel molecular precursor 6, 6′‐bipentacene, itself a synthetic target of interest for optical and electronic applications, is also reported. The scalable synthetic strategy promises to afford access to a structurally diverse class of extended periacenes and related polycyclic aromatic hydrocarbons as advanced materials for electronic, spintronic, optical, and magnetic devices.