TY - JOUR
T1 - Structure Formation and Coupling Reactions of Hexaphenylbenzene and Its Brominated Analog
AU - Teeter, Jacob D.
AU - Costa, Paulo S.
AU - Dobner, Christoph
AU - Sarker, Mamun
AU - Sinitskii, Alexander
AU - Enders, Axel
N1 - Funding Information:
This research was supported by the Deutsche Forschungs-gesellschaft through grant #432024334 and the National Science Foundation through the Nebraska MRSEC (DMR-1420645). It was further supported by the Office of Naval Research (N00014-19-1-2596) and the National Science Foundation (NSF) through CHE-1455330. Open access funding enabled and organized by Projekt DEAL.
Funding Information:
This research was supported by the Deutsche Forschungs‐gesellschaft through grant #432024334 and the National Science Foundation through the Nebraska MRSEC (DMR‐1420645). It was further supported by the Office of Naval Research (N00014‐19‐1‐2596) and the National Science Foundation (NSF) through CHE‐1455330. Open access funding enabled and organized by Projekt DEAL.
Publisher Copyright:
© 2021 The Authors. ChemPhysChem published by Wiley-VCH GmbH
PY - 2021/9/3
Y1 - 2021/9/3
N2 - The on-surface coupling of the prototypical precursor molecule for graphene nanoribbon synthesis, 6,11-dibromo-1,2,3,4-tetraphenyltriphenylene (C42Br2H26, TPTP), and its non-brominated analog hexaphenylbenzene (C42H30, HPB), was investigated on coinage metal substrates as a function of thermal treatment. For HPB, which forms non-covalent 2D monolayers at room temperature, a thermally induced transition of the monolayer's structure could be achieved by moderate annealing, which is likely driven by π-bond formation. It is found that the dibrominated carbon positions of TPTP do not guide the coupling if the growth occurs on a substrate at temperatures that are sufficient to initiate C−H bond activation. Instead, similar one-dimensional molecular structures are obtained for both types of precursors, HPB and TPTP.
AB - The on-surface coupling of the prototypical precursor molecule for graphene nanoribbon synthesis, 6,11-dibromo-1,2,3,4-tetraphenyltriphenylene (C42Br2H26, TPTP), and its non-brominated analog hexaphenylbenzene (C42H30, HPB), was investigated on coinage metal substrates as a function of thermal treatment. For HPB, which forms non-covalent 2D monolayers at room temperature, a thermally induced transition of the monolayer's structure could be achieved by moderate annealing, which is likely driven by π-bond formation. It is found that the dibrominated carbon positions of TPTP do not guide the coupling if the growth occurs on a substrate at temperatures that are sufficient to initiate C−H bond activation. Instead, similar one-dimensional molecular structures are obtained for both types of precursors, HPB and TPTP.
KW - carbon nanostructure
KW - graphene nanoribbons
KW - on-surface synthesis
KW - scanning tunneling microscopy
KW - self-assembly
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U2 - 10.1002/cphc.202100049
DO - 10.1002/cphc.202100049
M3 - Article
C2 - 33905148
AN - SCOPUS:85110430875
VL - 22
SP - 1769
EP - 1773
JO - ChemPhysChem
JF - ChemPhysChem
SN - 1439-4235
IS - 17
ER -