On-Surface Stereochemical Characterization of a Highly Curved Chiral Nanographene by Noncontact Atomic Force Microscopy and Scanning Tunneling Microscopy

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dc.contributor.authorZhong, Qigang
dc.contributor.authorBarát, Viktor
dc.contributor.authorCsókás, Dániel
dc.contributor.authorNiu, Kaifeng
dc.contributor.authorGórecki, Marcin
dc.contributor.authorGhosh, Animesh
dc.contributor.authorBjörk, Jonas
dc.contributor.authorEbeling, Daniel
dc.contributor.authorChi, Lifeng
dc.contributor.authorSchirmeisen, André
dc.contributor.authorStuparu, Mihaiela C.
dc.contributor.organizationInstitute of Applied Physics, Center for Materials Research (LaMa), Justus-Liebig University Giessenen
dc.contributor.organizationSchool of Chemistry, Chemical Engineering and Biotechnology, Nanyang Technological University, Singaporeen
dc.contributor.organizationInstitute of Organic Chemistry, Research Center for Natural Sciences, Budapesten
dc.contributor.organizationJiangsu Key Laboratory forCarbon-Based Functional Materials and Devices, Institute of Functional Nano and Soft Materials, Soochow Universityen
dc.contributor.organizationDepartment of Physics, Chemistry and Biology, IFM, Linköping Universityen
dc.contributor.organizationInstitute of Organic Chemistry, Polish Academy of Sciencesen
dc.contributor.organizationMacao Institute of Materials Science and Engineering, MUST-SUDA Joint Research Center for Advanced Functional Materials, Macau University of Science and Technology, Taipaen
dc.date.accessioned2023-08-28T14:56:00Z
dc.date.available2023-08-28T14:56:00Z
dc.date.issued2023
dc.description.abstractA highly distorted chiral nanographene structure composed of triple corannulene-fused [5]helicenes is prepared with the help of the Heck reaction and oxidative photo-cyclization with an overall isolated yield of 28%. The com-plex three-dimensional (3D) structure of the bowl-helix hybrid nanostructure is studied by a combination of non-contact atomic force microscopy (AFM) and scanning tunneling microscopy (STM) on the Cu(111) surface, density functional theory calculations, AFM/STM simulations, and high-performance liquid chromatography-electronic circular dichroism analysis. This examination reveals a molecular structure in which the three bowl-shaped corannulene bladesd position themselves in a C3-symmetric fashion around a highly twisted triphenylene core. The molecule appears to be shaped like a propeller in which the concave side of the bowls face away from the connected [5]helicene motif. The chirality of the nanostructure is confirmed by the direct visualization of both MMM and PPP enantiomers at the single-molecule level by scanning probe microscopies.These results underline that submolecular resolution imaging by AFM/STM is a powerful real-space tool for the stereochemical characterization of 3D curved chiral nano-graphene structures.en
dc.description.sponsorshipMinistry of Education Singapore under the AcRF Tier 1 (MOE T1 RG11/21) and AcRF Tier 2 (MOE-T2EP10221-0002); Deutsche Forschungsgemeinschaft via grants (nos. SCHI 619/13 and EB535/1-1); the GRK (Research Training Group) 2204 “Substitute Materials for Sustainable Energy Technologies”; the LOEWE Program of Excellence of the Federal State of Hesse (LOEWE Focus Group PriOSS “Principles of On-Surface Synthesis”); National Natural Science Foundation of China (grant nos. 21790053, 51821002, and 22072103); National Major State Basic Research Development Program of China (grant nos. 2017YFA0205000 and 2017YFA0205002); Collaborative Innovation Center of Suzhou Nano Science & Technology, 111 Project; National Supercomputer Centre, Sweden; Wroclaw Centre for Networking and Supercomputing, Poland
dc.identifier.citationCCS Chem. 2023. https://doi.org/10.31635/ccschem.023.202303065en
dc.identifier.doi10.31635/ccschem.023.202303065
dc.identifier.issn2096-5745
dc.identifier.urihttps://open.icm.edu.pl/handle/123456789/22837
dc.language.isoen
dc.publisherChinese Chemical Societyen
dc.rightsUznanie autorstwa 4.0 Międzynarodowe*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectchirality at surfacesen
dc.subjectnoncontact atomic force microscopyen
dc.subjectscanning tunnelling microscopyen
dc.subjectsubmolecular resolution imagingen
dc.subjectsingle-bond resolutionen
dc.subjectcurved nanographenesen
dc.subjectmultiple helicenesen
dc.subjectchiral nanostructuresen
dc.subjectbowl-helix hybridsen
dc.subjectscanning probe microscopyen
dc.titleOn-Surface Stereochemical Characterization of a Highly Curved Chiral Nanographene by Noncontact Atomic Force Microscopy and Scanning Tunneling Microscopyen
dc.typearticleen
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