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Here we report a host\u2010directed screening strategy that directly identifies optimal imine guests from dynamic combinatorial libraries. Upon addition of the macrocyclic host, selective host\u2013guest binding drives thermodynamically controlled library redistribution, leading to significant constitutional amplification of the preferred guests. A one\u2010pot workflow involving activation, complexation, deactivation, displacement, and readout enables precise quantification of this redistribution by simple one\u2010dimensional NMR spectroscopy. While\n                    <jats:sup>1<\/jats:sup>\n                    H NMR readout is well suited to smaller libraries,\n                    <jats:sup>19<\/jats:sup>\n                    F NMR offers clear advantages for more complex libraries, as demonstrated with a [5\u00d7 5] library. [2\u00d7n] library architecture further improves screening robustness by directing the major antagonistic response toward a channel excluded from candidate ranking. Although pillararene\u2010imine complexes have rarely been reported because of their weak binding, stepwise screening of three library sets identified imine guests for ethyl pillar[5]arene with association constants of up to (2.2 \u00b1 0.1) \u00d7 10\n                    <jats:sup>3<\/jats:sup>\n                    M\n                    <jats:sup>\u22121<\/jats:sup>\n                    . These findings establish host\u2010directed selection as a practical strategy for coupling molecular recognition with constitutional dynamics in adaptive systems and materials.\n                  <\/jats:p>","DOI":"10.1002\/anie.7195803","type":"journal-article","created":{"date-parts":[[2026,9,4]],"date-time":"2026-09-04T17:22:21Z","timestamp":1788542541000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Host\u2010Directed Discovery of Dynamic\u2010Covalent Guests From Dynamic Combinatorial Libraries"],"prefix":"10.1002","volume":"65","author":[{"given":"Zhenye","family":"Qiu","sequence":"first","affiliation":[{"name":"Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering Feringa Nobel Prize Scientist Joint Research Center Frontiers Science Center For Materiobiology and Dynamic Chemistry Institute of Fine Chemicals School of Chemistry and Molecular Engineering East China University of Science and Technology  Shanghai P. 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China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3547-7485","authenticated-orcid":false,"given":"He","family":"Tian","sequence":"additional","affiliation":[{"name":"Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering Feringa Nobel Prize Scientist Joint Research Center Frontiers Science Center For Materiobiology and Dynamic Chemistry Institute of Fine Chemicals School of Chemistry and Molecular Engineering East China University of Science and Technology  Shanghai P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8981-4593","authenticated-orcid":false,"given":"Jean\u2010Marie","family":"Lehn","sequence":"additional","affiliation":[{"name":"Laboratoire De Chimie Supramol\u00e9culaire Institut De Science et D'ing\u00e9nierie Supramol\u00e9culaires (ISIS) Universit\u00e9 De Strasbourg  Strasbourg France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2039-3564","authenticated-orcid":false,"given":"Da\u2010Hui","family":"Qu","sequence":"additional","affiliation":[{"name":"Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering Feringa Nobel Prize Scientist Joint Research Center Frontiers Science Center For Materiobiology and Dynamic Chemistry Institute of Fine Chemicals School of Chemistry and Molecular Engineering East China University of Science and Technology  Shanghai P. 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