id,collection,dc.contributor.author,dc.date.accessioned,dc.date.available,dc.date.issued,dc.description.abstract[en],dc.format.extent,dc.identifier.uri,dc.language,dc.rights.uri,dc.subject.ddc,dc.subject[en],dc.title,dc.type,dcterms.accessRights.openaire,dcterms.bibliographicCitation.doi,dcterms.bibliographicCitation.journaltitle,dcterms.bibliographicCitation.number,dcterms.bibliographicCitation.pageend,dcterms.bibliographicCitation.pagestart,dcterms.bibliographicCitation.url,dcterms.bibliographicCitation.volume,dcterms.isPartOf.eissn,dcterms.isPartOf.issn,refubium.affiliation,refubium.note.author,refubium.resourceType.isindependentpub "9bcb29d5-6b40-4528-92a2-bada2fc5e9e1","fub188/16","Reecht, Gaël||Krane, Nils||Lotze, Christian||Franke, Katharina J.","2020-06-02T09:15:37Z","2020-06-02T09:15:37Z","2019","For a molecular radical to be stable, the environment needs to be inert. Furthermore, an unpaired electron is less likely to react chemically when it is placed in an extended orbital. Here, we use the tip of a scanning tunneling microscope to abstract one of the pyrrolic hydrogen atoms from phthalocyanine (H2Pc) deposited on a single layer of molybdenum disulfide (MoS2) on Au(111). We show the successful dissociation reaction by current-induced three-level fluctuations reflecting the inequivalent positions of the remaining H atom in the pyrrole center. Tunneling spectroscopy reveals two narrow resonances inside the semiconducting energy gap of MoS2 with their spatial extent resembling the highest occupied molecular orbital (HOMO) of H2Pc. By comparison to simple density functional calculations of the isolated molecule, we show that these correspond to a single occupation of the Coulomb-split highest molecular orbital of HPc. We conclude that the dangling σ bond after N–H bond cleavage is filled by an electron from the delocalized HOMO. The extended nature of the HOMO together with the inert nature of the MoS2 layer favors the stabilization of this radical state.","8 Seiten","https://refubium.fu-berlin.de/handle/fub188/27346||http://dx.doi.org/10.17169/refubium-27102","eng","http://www.fu-berlin.de/sites/refubium/rechtliches/Nutzungsbedingungen","500 Naturwissenschaften und Mathematik::530 Physik::530 Physik","radicals||single-molecule chemistry||phthalocyanine||molybdenum disulfide||scanning tunneling microscopy","π-radical formation by pyrrolic H abstraction of phthalocyanine molecules on molybdenum disulfide","Wissenschaftlicher Artikel","open access","10.1021/acsnano.9b02117","ACS nano","6","7035","7031","https://doi.org/10.1021/acsnano.9b02117","13","1936-086X","1936-0851","Physik","This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Nano, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/acsnano.9b02117.","no"