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- W3106016418 abstract "We revisit the question of kekulene's aromaticity by focusing on the electronic structure of its frontier orbitals as determined by angle-resolved photoemission spectroscopy. To this end, we have developed a specially designed precursor, 1,4,7(2,7)-triphenanthrenacyclononaphane-2,5,8-triene, which allows us to prepare sufficient quantities of kekulene of high purity directly on a Cu(111) surface, as confirmed by scanning tunneling microscopy. Supported by density functional calculations, we determine the orbital structure of kekulene's highest occupied molecular orbital by photoemission tomography. In agreement with a recent aromaticity assessment of kekulene based solely on C-C bond lengths, we conclude that the π-conjugation of kekulene is better described by the Clar model rather than a superaromatic model. Thus, by exploiting the capabilities of photoemission tomography, we shed light on the question which consequences aromaticity holds for the frontier electronic structure of a π-conjugated molecule." @default.
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- W3106016418 date "2020-11-13" @default.
- W3106016418 modified "2023-10-15" @default.
- W3106016418 title "Kekulene: On-Surface Synthesis, Orbital Structure, and Aromatic Stabilization" @default.
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- W3106016418 doi "https://doi.org/10.1021/acsnano.0c06798" @default.
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