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Here, the study reports\u00a0CuO@COP1\u2010T, a novel catalyst integrating CuO nanoparticles (NPs) within a covalent organic porous cage (COP1\u2010T), which achieves unprecedented site\u2010selectivity in the borylation of \u03b1,\u03b2\u2010unsaturated conjugated compounds. Experimental results demonstrate\u00a0CuO@COP1\u2010T\u00a0exhibits 100% monoboration selectivity for trans\u2010dibenzylideneacetone, surpassing unsupported CuO@NPs (8%). Molecular dynamics (MD) simulations reveal the 1.2 nm triangular cage pores enforce selectivity via geometric matching with reaction intermediates. Optimization of reaction conditions clarifies the impacts of methanol amount, solvent type, and base addition. The catalyst retains &gt;95% activity over five cycles, showcasing robust stability. This work establishes a synergistic platform where COP1\u2010T stabilizes CuO NPs while creating a confined microenvironment to enforce spatial confinement effects, providing a rational design strategy for confined\u2010metal catalysts in organoboron chemistry.<\/jats:p>","DOI":"10.1002\/smtd.202402178","type":"journal-article","created":{"date-parts":[[2025,4,15]],"date-time":"2025-04-15T06:32:22Z","timestamp":1744698742000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Cage\u2010Confined CuO Nanoparticles: Unlocking Site\u2010Selective Catalysis for Borylation of \u03b1,\u03b2\u2010Unsaturated Conjugated Compounds"],"prefix":"10.1002","volume":"9","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-0304-938X","authenticated-orcid":false,"given":"Zexu","family":"Li","sequence":"first","affiliation":[{"name":"School of Chemistry Beihang University  Beijing 100191 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