{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,30]],"date-time":"2026-03-30T18:11:31Z","timestamp":1774894291170,"version":"3.50.1"},"reference-count":61,"publisher":"Wiley","issue":"13","license":[{"start":{"date-parts":[[2025,2,7]],"date-time":"2025-02-07T00:00:00Z","timestamp":1738886400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100012229","name":"Hefei Science Center, Chinese Academy of Sciences","doi-asserted-by":"publisher","award":["No. 2022HSC-CIP014"],"award-info":[{"award-number":["No. 2022HSC-CIP014"]}],"id":[{"id":"10.13039\/501100012229","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["12175233, 22371272 and 92356302"],"award-info":[{"award-number":["12175233, 22371272 and 92356302"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2025,3,3]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The final outcomes of supramolecular assembly are determined by the pathways and the formation of intermediates during the assembly process. We studied pathway complexity involving two consecutive pathways in supramolecular polymerization of naphthalene\u2010diimide (NDI) derivative molecule. Depending on preparation methods anisotropic aggregates of J\u2010type nanorods (Agg\u2005I) or more flexible H\u2010type nanofibers (Agg\u2005II) are obtained from the identical initial state in solution of methyl cyclohexane (MCH) or MCH\/CHCl<jats:sub>3<\/jats:sub> mixtures. More interestingly intermediate aggregates driven by intra\u2010molecular hydrogen\u2010bonds are observed by spectroscopy and imaging techniques for both pathways. Thermodynamic model\u2010fitting suggests that both pathways are consecutive ones with intermediate aggregates. Combining density functional theory (DFT) calculation results, we propose the molecular packing of Agg\u2005I and II. Our results reveal comprehensive pathway complexity in self\u2010assembly of molecules as simple as NDI.<\/jats:p>","DOI":"10.1002\/chem.202500120","type":"journal-article","created":{"date-parts":[[2025,1,26]],"date-time":"2025-01-26T22:14:05Z","timestamp":1737929645000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Two Consecutive Pathways Competing for Supramolecular Polymerization of Naphthalene\u2010Diimide Molecules"],"prefix":"10.1002","volume":"31","author":[{"given":"Yun","family":"Huang","sequence":"first","affiliation":[{"name":"Yun Huang Chongwen Zou Ningdong Huang School of Nuclear Science and Technology University of Science and Technology of China Hefei Anhui 230026 People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ruilong","family":"Zhang","sequence":"additional","affiliation":[{"name":"Ruilong Zhang Cong Wang Rui Liao Feng Wang State Key Laboratory of Precision and Intelligent Chemistry Department of Polymer Science and Engineering University of Science and Technology of China  Hefei Anhui 230026 People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chengyu","family":"Shi","sequence":"additional","affiliation":[{"name":"Chengyu Shi Chongwen Zou Ningdong Huang National Synchrotron Radiation Laboratory University of Science and Technology of China  Hefei Anhui 230026 People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Cong","family":"Wang","sequence":"additional","affiliation":[{"name":"Ruilong Zhang Cong Wang Rui Liao Feng Wang State Key Laboratory of Precision and Intelligent Chemistry Department of Polymer Science and Engineering University of Science and Technology of China  Hefei Anhui 230026 People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rui","family":"Liao","sequence":"additional","affiliation":[{"name":"Ruilong Zhang Cong Wang Rui Liao Feng Wang State Key Laboratory of Precision and Intelligent Chemistry Department of Polymer Science and Engineering University of Science and Technology of China  Hefei Anhui 230026 People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chongwen","family":"Zou","sequence":"additional","affiliation":[{"name":"Yun Huang Chongwen Zou Ningdong Huang School of Nuclear Science and Technology University of Science and Technology of China Hefei Anhui 230026 People's Republic of China"},{"name":"Chengyu Shi Chongwen Zou Ningdong Huang National Synchrotron Radiation Laboratory University of Science and Technology of China  Hefei Anhui 230026 People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3826-5579","authenticated-orcid":false,"given":"Feng","family":"Wang","sequence":"additional","affiliation":[{"name":"Ruilong Zhang Cong Wang Rui Liao Feng Wang State Key Laboratory of Precision and Intelligent Chemistry Department of Polymer Science and Engineering University of Science and Technology of China  Hefei Anhui 230026 People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6452-4370","authenticated-orcid":false,"given":"Ningdong","family":"Huang","sequence":"additional","affiliation":[{"name":"Yun Huang Chongwen Zou Ningdong Huang School of Nuclear Science and Technology University of Science and Technology of China Hefei Anhui 230026 People's Republic of China"},{"name":"Chengyu Shi Chongwen Zou Ningdong Huang National Synchrotron Radiation Laboratory University of Science and Technology of China  Hefei Anhui 230026 People's Republic of China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2025,2,7]]},"reference":[{"key":"e_1_2_7_1_1","unstructured":"\u00a0"},{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202107857"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00188"},{"key":"e_1_2_7_4_1","unstructured":"\u00a0"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7CS00391A"},{"key":"e_1_2_7_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.addr.2021.02.002"},{"key":"e_1_2_7_7_1","unstructured":"\u00a0"},{"key":"e_1_2_7_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja305512g"},{"key":"e_1_2_7_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr300005u"},{"key":"e_1_2_7_10_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6CS00509H"},{"key":"e_1_2_7_11_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.2684"},{"key":"e_1_2_7_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/advs.201900577"},{"key":"e_1_2_7_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201905064"},{"key":"e_1_2_7_14_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.1849"},{"key":"e_1_2_7_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja409597x"},{"key":"e_1_2_7_16_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201300553"},{"key":"e_1_2_7_17_1","unstructured":"\u00a0"},{"key":"e_1_2_7_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/cm4021172"},{"key":"e_1_2_7_19_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC02115F"},{"key":"e_1_2_7_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b11011"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b02046"},{"key":"e_1_2_7_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201407302"},{"key":"e_1_2_7_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b11674"},{"key":"e_1_2_7_24_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202305827"},{"key":"e_1_2_7_25_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202012710"},{"key":"e_1_2_7_26_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201905724"},{"key":"e_1_2_7_27_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC08790G"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC02670K"},{"key":"e_1_2_7_29_1","unstructured":"\u00a0"},{"key":"e_1_2_7_30_2","doi-asserted-by":"publisher","DOI":"10.1002\/smtd.201900715"},{"key":"e_1_2_7_31_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201709307"},{"key":"e_1_2_7_32_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.4c03983"},{"key":"e_1_2_7_33_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1127884"},{"key":"e_1_2_7_34_1","unstructured":"\u00a0"},{"key":"e_1_2_7_35_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature10720"},{"key":"e_1_2_7_36_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202005837"},{"key":"e_1_2_7_37_1","unstructured":"\u00a0"},{"key":"e_1_2_7_38_2","doi-asserted-by":"publisher","DOI":"10.1002\/smll.201702437"},{"key":"e_1_2_7_39_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja511952c"},{"key":"e_1_2_7_40_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201914966"},{"key":"e_1_2_7_41_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202302581"},{"key":"e_1_2_7_42_1","unstructured":"\u00a0"},{"key":"e_1_2_7_43_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.aaa6760"},{"key":"e_1_2_7_44_2","doi-asserted-by":"publisher","DOI":"10.1038\/nmat4891"},{"key":"e_1_2_7_45_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1800397115"},{"key":"e_1_2_7_46_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.2011816117"},{"key":"e_1_2_7_47_1","unstructured":"\u00a0"},{"key":"e_1_2_7_48_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202006248"},{"key":"e_1_2_7_49_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202101492"},{"key":"e_1_2_7_50_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00581"},{"key":"e_1_2_7_51_1","unstructured":"\u00a0"},{"key":"e_1_2_7_52_2","doi-asserted-by":"publisher","DOI":"10.1021\/cm102343r"},{"key":"e_1_2_7_53_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1cc11178g"},{"key":"e_1_2_7_54_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja806853v"},{"key":"e_1_2_7_55_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2CC02437C"},{"key":"e_1_2_7_56_1","author":"Rey F.","year":"2024","journal-title":"Angew. Chem. Int. Ed."},{"key":"e_1_2_7_57_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201801575"},{"key":"e_1_2_7_58_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9PY01342C"},{"key":"e_1_2_7_59_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201904652"},{"key":"e_1_2_7_60_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202218572"},{"key":"e_1_2_7_61_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b08138"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202500120","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T20:23:33Z","timestamp":1760300613000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202500120"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,2,7]]},"references-count":61,"journal-issue":{"issue":"13","published-print":{"date-parts":[[2025,3,3]]}},"alternative-id":["10.1002\/chem.202500120"],"URL":"https:\/\/doi.org\/10.1002\/chem.202500120","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,2,7]]},"assertion":[{"value":"2025-01-12","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-02-07","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202500120"}}