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Extending this concept from single macrocycles to their assemblies could enable recognition beyond single\u2010cavity limits. However, it remains unclear how molecular assemblies can be rationally designed to generate collective binding environments and how selective molecular recognition can emerge without well\u2010defined confinement. Herein, we report a hierarchical assembly comprising a bridge\u2010functionalized amphiphilic pillar[6]arene that enables selective molecular recognition. Hexagonal pillar[6]arenes first assemble into tubular structures, which further stack into sheets in water, generating continuous hydrophobic grooves between adjacent tube surfaces. These grooves enable selective capture of aromatic hydrocarbons that cannot be accommodated within the intrinsic cavity of pillar[6]arene. The recognition selectivity is governed by a balance between guest surface area and water solubility, allowing efficient separation of structurally similar isomers such as phenanthrene and anthracene. Beyond small hydrocarbons, the use of mechanical grinding allows unsubstituted \u03c0\u2010conjugated polymers, which are generally insoluble in common solvents including water, to be dispersed in water through incorporation within the grooves. Therefore, in the present study we constructed pillar[6]arene assemblies that are capable of external recognition and provide a means of extending host\u2013guest chemistry beyond individual building blocks.<\/jats:p>","DOI":"10.1002\/anie.2176248","type":"journal-article","created":{"date-parts":[[2026,3,17]],"date-time":"2026-03-17T12:06:39Z","timestamp":1773749199000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Pillar[6]arene Assemblies With Continuous Hydrophobic Grooves for Capture of \u03c0\u2010Conjugated Molecules"],"prefix":"10.1002","volume":"65","author":[{"given":"Tan\u2010Hao","family":"Shi","sequence":"first","affiliation":[{"name":"Department of Synthetic Chemistry and Biological Chemistry Graduate School of Engineering Kyoto University  Katsura Kyoto Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chen\u2010Yi","family":"Ma","sequence":"additional","affiliation":[{"name":"Department of Synthetic Chemistry and Biological Chemistry Graduate School of Engineering Kyoto University  Katsura Kyoto Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mio","family":"Yamashita","sequence":"additional","affiliation":[{"name":"WPI Nano Life Science Institute (WPI\u2010NanoLSI) Kanazawa University  Kanazawa Ishikawa Japan"},{"name":"Graduate School of Natural Science and Technology Kanazawa University  Kanazawa Ishikawa Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ruikang","family":"Huang","sequence":"additional","affiliation":[{"name":"Research Institute for Electronic Science Hokkaido University  Sapporo Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kazuma","family":"Yasuhara","sequence":"additional","affiliation":[{"name":"Division of Materials Science and Division of Materials Science and Center for Digital Green\u2010Innovation Nara Institute of Science and Technology (NAIST)  Ikoma Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2320-2655","authenticated-orcid":false,"given":"Hitoshi","family":"Asakawa","sequence":"additional","affiliation":[{"name":"WPI Nano Life Science Institute (WPI\u2010NanoLSI) Kanazawa University  Kanazawa Ishikawa Japan"},{"name":"Graduate School of Natural Science and Technology Kanazawa University  Kanazawa Ishikawa Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8669-1089","authenticated-orcid":false,"given":"Shunsuke","family":"Ohtani","sequence":"additional","affiliation":[{"name":"Department of Synthetic Chemistry and Biological Chemistry Graduate School of Engineering Kyoto University  Katsura Kyoto Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5348-5521","authenticated-orcid":false,"given":"Kenichi","family":"Kato","sequence":"additional","affiliation":[{"name":"Department of Synthetic Chemistry and Biological Chemistry Graduate School of Engineering Kyoto University  Katsura Kyoto Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4464-0347","authenticated-orcid":false,"given":"Tomoki","family":"Ogoshi","sequence":"additional","affiliation":[{"name":"Department of Synthetic Chemistry and Biological Chemistry Graduate School of Engineering Kyoto University  Katsura Kyoto Japan"},{"name":"WPI Nano Life Science Institute (WPI\u2010NanoLSI) Kanazawa University  Kanazawa Ishikawa Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,3,17]]},"reference":[{"key":"e_1_2_7_2_1","volume-title":"Container Molecules and Their Guests","author":"Cram D. 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