Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 50, Pages 15143-15146Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201507104
Keywords
arenes; graphene; non-contact AFM; periacene; surface chemistry
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Funding
- U.S. Department of Energy (DOE), Office of Science, Basic Energy Sciences (BES) [DE-SC0010409, DE-AC02-05CH11231]
- Office of Naval Research BRC Program
- National Science Foundation [DMR-1206512]
- NIH [SRR023679A]
- Swiss National Science Foundation (SNSF) [P2ELP2-151852]
- U.S. Department of Energy (DOE) [DE-SC0010409] Funding Source: U.S. Department of Energy (DOE)
- Swiss National Science Foundation (SNF) [P2ELP2_151852] Funding Source: Swiss National Science Foundation (SNF)
- Direct For Mathematical & Physical Scien
- Division Of Materials Research [1206512] Funding Source: National Science Foundation
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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.
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