{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,24]],"date-time":"2026-09-24T08:00:20Z","timestamp":1790236820220,"version":"4.1.0"},"reference-count":35,"publisher":"Wiley","license":[{"start":{"date-parts":[[2026,9,24]],"date-time":"2026-09-24T00:00:00Z","timestamp":1790208000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2026,9,24]],"date-time":"2026-09-24T00:00:00Z","timestamp":1790208000000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22371241"],"award-info":[{"award-number":["22371241"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22541160267"],"award-info":[{"award-number":["22541160267"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    Chiral self\u2010sorting enables molecular systems to translate stereochemical information from small building blocks into highly organized architectures across length scales, echoing the hierarchical expression of chirality in biological systems. However, predicting whether a system will favor homochiral or heterochiral organization, let alone rationally controlling the sorting outcome, remains challenging. Here we show that the chiral self\u2010sorting of covalent organic pillars (COPs) can be selectively switched through minimal structural variation in the linker units. Two diamine linkers, 2,6\u2010bis(aminomethyl)pyridine and\n                    <jats:italic>m<\/jats:italic>\n                    \u2010xylylenediamine, were used to connect pairs of stereolabile penta\u2010aldehyde tiara[5]arene macrocycles through dynamic covalent [2+5] imine condensation. Despite their close resemblance, these linkers lead to divergent outcomes. Whereas 2,6\u2010bis(aminomethyl)pyridine directs social chiral self\u2010sorting to give a\n                    <jats:italic>meso<\/jats:italic>\n                    COP,\n                    <jats:italic>m<\/jats:italic>\n                    \u2010xylylenediamine promotes narcissistic chiral self\u2010sorting to afford enantiomeric COPs. In both cases, the products form cleanly without detectable stereoisomeric byproducts, and their stereochemical assignments are confirmed by X\u2010ray crystallography. Computational analyses support the view that distinct linker conformational preferences provide a rationale for the divergent sorting pathways. This work establishes COPs as a model platform for understanding chiral self\u2010sorting and provides a conceptual basis for selecting, amplifying, and expressing stereochemical information in complex molecular architectures.\n                  <\/jats:p>","DOI":"10.1002\/anie.8661735","type":"journal-article","created":{"date-parts":[[2026,9,24]],"date-time":"2026-09-24T07:26:23Z","timestamp":1790234783000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Divergent Chiral Self\u2010Sorting of Covalent Organic Pillars Switched by Subtle Conformational Preferences"],"prefix":"10.1002","author":[{"given":"Yimin","family":"Zhang","sequence":"first","affiliation":[{"name":"College of Chemistry and Chemical Engineering Xiamen University  Xiamen P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dongsheng","family":"Fu","sequence":"additional","affiliation":[{"name":"College of Chemistry and Chemical Engineering Xiamen University  Xiamen P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guoqiang","family":"Jiang","sequence":"additional","affiliation":[{"name":"College of Chemistry and Chemical Engineering Xiamen University  Xiamen P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hongliang","family":"Ye","sequence":"additional","affiliation":[{"name":"College of Chemistry and Chemical Engineering Xiamen University  Xiamen P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9557-2658","authenticated-orcid":false,"given":"Andrew C.\u2010H.","family":"Sue","sequence":"additional","affiliation":[{"name":"College of Chemistry and Chemical Engineering Xiamen University  Xiamen P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,9,24]]},"reference":[{"key":"e_1_2_8_2_1","volume-title":"Stereochemistry of Carbon Compounds","author":"Eliel E. L.","year":"1962"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1039\/b801639a"},{"key":"e_1_2_8_4_1","volume-title":"Molecular Biology of the Cell","author":"Alberts B.","year":"2015"},{"key":"e_1_2_8_5_1","volume-title":"Structure and Mechanism in Protein Science. A Guide to Enzyme Catalysis and Protein Folding","author":"Fersht A.","year":"1999"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1038\/171737a0"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0022\u20102836(05)80364\u2010X"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00745"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr100357h"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja028913b"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms12469"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201610782"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c02444"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1246\/cl.200477"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202016592"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c05172"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c11452"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.xcrp.2022.101173"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c11225"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.3c04761"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.3c00777"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202502040"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5c03532"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1002\/smll.202502761"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4QO02012J"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacsau.5c01669"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/open.202400400"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202411401"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202407095"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/smll.202400842"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1038\/s44160\u2010022\u201000235\u2010w"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202509177"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.0c01464"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1SC03428F"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201913055"},{"key":"e_1_2_8_36_1","unstructured":"Deposition numbers 2565514 (forCOP\u2010Py) 2565515 (for [1 13\u2010dibromotridecane\u2282COP\u2010Py]) 2565518 (for [(1 3\u2010dibromopropane)2\u2282COP\u2010Xy]) and 2565516 (for [(1 4\u2010dibromobutane)2\u2282COP\u2010Xy]) contain the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhehttp:\/\/www.ccdc.cam.ac.uk\/structuresservice."}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.8661735","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.8661735","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.8661735","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,24]],"date-time":"2026-09-24T07:26:25Z","timestamp":1790234785000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.8661735"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,9,24]]},"references-count":35,"alternative-id":["10.1002\/anie.8661735"],"URL":"https:\/\/doi.org\/10.1002\/anie.8661735","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,9,24]]},"assertion":[{"value":"2026-06-28","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-16","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-09-24","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e8661735"}}