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@ARTICLE{Ruan:1044874,
author = {Ruan, Zilin and Fan, Qitang and Reichmann, Alexander and
Kang, Faming and Naumann, Tim and Werner, Simon and
Kleykamp, Olaf and Martinez-Castro, Jose and Lüpke, Felix
and Haags, Anja and Bocquet, François C. and Kumpf,
Christian and Soubatch, Serguei and Sundermeyer, Jörg and
Puschnig, Peter and Tautz, F. Stefan and Gottfried, J.
Michael and Wenzel, Sabine},
title = {{H}ighly {S}tructure‐{S}elective {O}n‐{S}urface
{S}ynthesis of {I}sokekulene {V}ersus {K}ekulene},
journal = {Angewandte Chemie / International edition},
volume = {64},
number = {36},
issn = {1433-7851},
address = {Weinheim},
publisher = {Wiley-VCH},
reportid = {FZJ-2025-03408},
pages = {e202509932},
year = {2025},
abstract = {The role of different facets of metal nanoparticles in
steering reaction pathways is crucial for the design
ofheterogeneous catalysts with superior selectivity. As a
prominent class of reactions, transition-metal-catalyzed
carbon-hydrogen (C─H) bond activation is widely used for
the synthesis of base chemicals, modern organic materials,
andpharmaceuticals. Here, we report orthogonal selectivity
in intramolecular cyclodehydrogenation of a nonplanar
cyclicprecursor steered by different facets of a copper
single crystal. On the Cu(110) surface, the previously
unknown cycloareneisokekulene forms with a high selectivity
of $92\%,$ whereas reaction on the Cu(111) surface
exclusively yields $kekulene(>99\%).$ Combining scanning
tunneling microscopy with CO-functionalized tips and density
functional theory, we identifytwo adsorption geometries of
the precursor, which react to the respective products.
Isokekulene adopts two nonplanaradsorption configurations
and exhibits strong molecule-substrate interactions,
explaining its preferential formation onCu(110). This
combined in-solution and on-surface synthesis approach
represents an alternative route for the highlyselective
synthesis of molecules that are challenging to synthesize
and process via conventional methods.},
cin = {PGI-3},
ddc = {540},
cid = {I:(DE-Juel1)PGI-3-20110106},
pnm = {5213 - Quantum Nanoscience (POF4-521) / SFB 1083 A12 -
Struktur und Anregungen von hetero-epitaktischen
Schichtsystemen aus schwach wechselwirkenden 2D-Materialien
und molekularen Schichten (A12) (385975694) / DFG project
G:(GEPRIS)511561801 - Manipulierung von 2D Supraleitung und
Majorana Zuständen auf der Nanoskala (511561801)},
pid = {G:(DE-HGF)POF4-5213 / G:(GEPRIS)385975694 /
G:(GEPRIS)511561801},
typ = {PUB:(DE-HGF)16},
pubmed = {40629813},
UT = {WOS:001538912000001},
doi = {10.1002/anie.202509932},
url = {https://juser.fz-juelich.de/record/1044874},
}