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Thus far, only a few catalytic asymmetric synthesis processes have been reported for assessing these strained atropisomers. In this study, we describe a highly enantioselective synthesis of monosubstituted [<jats:italic>n<\/jats:italic>]paracyclophanes by combining desymmetrization and kinetic resolution. The proposed protocol involves Pd\u2010catalyzed atroposelective C\u2212H bond olefination enabled by a monoprotected amino acid ligand, which affords a variety of monosubstituted [<jats:italic>n<\/jats:italic>]paracyclophanes with excellent enantioselectivity (\u226599\u2009%<jats:italic>ee<\/jats:italic>). Thermodynamic experiments are conducted to investigate the racemization barrier. The synthesized monosubstituted [<jats:italic>n<\/jats:italic>]paracyclophanes exhibit vivid fluorescence and impressive circularly polarized luminescence. Further, the emission color and dissymmetry factor can be tuned and controlled by switching the substituent on the benzene ring of the cyclophanes.<\/jats:p>","DOI":"10.1002\/chem.202404610","type":"journal-article","created":{"date-parts":[[2025,1,13]],"date-time":"2025-01-13T08:04:04Z","timestamp":1736755444000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":14,"title":["Catalytic Enantioselective Synthesis of Monosubstituted [<i>n<\/i>]Paracyclophane using a Desymmetrization\/Kinetic Resolution Sequence"],"prefix":"10.1002","volume":"31","author":[{"given":"Jia","family":"Li","sequence":"first","affiliation":[{"name":"Key Laboratory of Radiopharmaceuticals Ministry of Education, College of Chemistry Beijing Normal University  Beijing 100875 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ziyang","family":"Dong","sequence":"additional","affiliation":[{"name":"Key Laboratory of Radiopharmaceuticals 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