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In this context, tripodal molecular films bear the advantage of better control of molecular orientation and alignment than analogous monopodal systems. To this end, we report on the synthesis and assembly property of <jats:italic>C<\/jats:italic><jats:sub>3<\/jats:sub> chiral <jats:italic>syn<\/jats:italic>\u20105,10,15\u2010truxene triacetic acid. (<jats:italic>S<\/jats:italic>,<jats:italic>S<\/jats:italic>,<jats:italic>S<\/jats:italic>) and (<jats:italic>R<\/jats:italic>,<jats:italic>R<\/jats:italic>,<jats:italic>R<\/jats:italic>) enantiomers were isolated and adsorbed on underpotential deposited Ag(111)\/Au\/mica both individually and as a racemate. The enantiomers form a densely packed and well\u2010ordered structure (including the azimuthal alignment), even though with small sizes of individual domains. The molecules adsorb predominantly in tripodal configuration, with all three docking groups bound to the substrate as carboxylates in a bidentate fashion. The truxene backbone is then oriented parallel to the substrate surface but the fluorene blades are twisted to some extent. The racemate monolayer turned out to be less densely packed and less well\u2010ordered compared to the films of individual enantiomers, which underlines the fact that uniform chirality is primarily important for molecular ordering of the truxenes. We hope that the designed system will be useful in the context of CISS and stimulate further activities regarding chiral tripods.<\/jats:p>","DOI":"10.1002\/chem.202404750","type":"journal-article","created":{"date-parts":[[2025,2,18]],"date-time":"2025-02-18T04:06:11Z","timestamp":1739851571000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Homochiral Carboxylate\u2010Anchored Truxene Tripods: Design, Synthesis, and Monolayer Formation on Ag(111)"],"prefix":"10.1002","volume":"31","author":[{"given":"Fumitaka","family":"Ishiwari","sequence":"first","affiliation":[{"name":"Department of Applied Chemistry Graduate School of Engineering Osaka University  Yamadaoka 2-1 Suita Osaka 565-0871 Japan"},{"name":"PRESTO Japan Science and Technology Agency (JST)  Kawaguchi Saitama 332-0012 Japan"},{"name":"Innovative Catalysis Science Division Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI) Osaka 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