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Herein, we report a dynamic covalent evolution strategy that transforms supramolecular\u2010induced helical covalent organic polymers into mesoscopic helical CCOFs through thermodynamic self\u2010crystallization as well as single\u2010step and stepwise monomer exchange. Remarkably, two distinct chiroptical inversion modes are preserved during framework evolution: a conventional inversion accompanied by opposite helical sense and a second inversion displaying opposite chiroptical activity despite identical mesoscopic helicity, originating from different sub\u2010nanometer chiral packing arrangements. Time\u2010dependent experiments and theoretical calculations reveal persistent chirality\u2010 and packing\u2010memory effects throughout dynamic reconstruction. Using a single chiral template system, this strategy affords 24 mesoscopic helical CCOFs with diverse linkage chemistries and programmable chiroptical responses. Furthermore, pore\u2010confined incorporation of aggregation\u2010induced emissive guests extends both inversion modes into flexible circularly polarized luminescence films.<\/jats:p>","DOI":"10.1002\/anie.5082047","type":"journal-article","created":{"date-parts":[[2026,8,7]],"date-time":"2026-08-07T13:25:56Z","timestamp":1786109156000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Hierarchical Chirality Memory Governs Dual Chiroptical Inversion in Mesoscopic Helical Covalent Organic Frameworks"],"prefix":"10.1002","volume":"65","author":[{"given":"Zhenzhen","family":"Jiang","sequence":"first","affiliation":[{"name":"Key Laboratory of Textile Fiber and Products Ministry of Education Wuhan Textile University  Wuhan China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xinlin","family":"Zha","sequence":"additional","affiliation":[{"name":"Key Laboratory of Textile Fiber and Products Ministry of 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