{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T20:35:42Z","timestamp":1790714142821,"version":"4.1.0"},"reference-count":45,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2025,12,17]],"date-time":"2025-12-17T00:00:00Z","timestamp":1765929600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2025,12,17]],"date-time":"2025-12-17T00:00:00Z","timestamp":1765929600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100001691","name":"Japan Society for the Promotion of Science","doi-asserted-by":"publisher","award":["JP22K05075"],"award-info":[{"award-number":["JP22K05075"]}],"id":[{"id":"10.13039\/501100001691","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":[[2026,2,2]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>Fluorocycloparaphenylenes (F\u2010CPPs) are strained, cyclic, \u03c0\u2010conjugated molecules with unique electronic and supramolecular properties. Here, we report a novel synthetic approach to create F\u2010CPPs via the formation of macrocyclic palladium complexes that contain covalent Pd\u2013C bonds. The thermal stability of the fluorinated biaryl Pd motifs and the reversibility of the formation of Pd\u2013C bonds enable the self\u2010assembly of macrocyclic Pd complexes. Subsequent ligand exchange with Xantphos facilitates reductive elimination, yielding various F\u2010CPPs that incorporate tetrafluorophenylene, phenylene, or thienylene units. A structural analysis revealed that the thienylene\u2010based F\u2010CPPs adopt tubular packing structures due to their high fluorine content. Optical measurements and time\u2010dependent density\u2010functional\u2010theory (TD\u2010DFT) calculations demonstrated size\u2010 and structure\u2010dependent absorption and emission behavior. This Pd\u2010mediated synthetic strategy provides a new platform for the synthesis of functionalized CPPs with tailored properties for potential applications in nanomaterials and supramolecular chemistry.<\/jats:p>","DOI":"10.1002\/chem.202503461","type":"journal-article","created":{"date-parts":[[2025,12,17]],"date-time":"2025-12-17T14:02:57Z","timestamp":1765980177000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Synthesis of Fluorocycloparaphenylenes via Macrocyclic Pd Complexes"],"prefix":"10.1002","volume":"32","author":[{"given":"Ryogo","family":"Oneda","sequence":"first","affiliation":[{"name":"Institute of Pure and Applied Sciences University of Tsukuba  Tsukuba Ibaraki Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hiroya","family":"Igarashi","sequence":"additional","affiliation":[{"name":"Institute of Pure and Applied Sciences University of Tsukuba  Tsukuba Ibaraki Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhe","family":"Sheng","sequence":"additional","affiliation":[{"name":"Institute of Pure and Applied Sciences University of Tsukuba  Tsukuba Ibaraki Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Takaki","family":"Kanbara","sequence":"additional","affiliation":[{"name":"Institute of Pure and Applied Sciences University of Tsukuba  Tsukuba Ibaraki Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9032-5655","authenticated-orcid":false,"given":"Junpei","family":"Kuwabara","sequence":"additional","affiliation":[{"name":"Institute of Pure and Applied Sciences University of Tsukuba  Tsukuba Ibaraki Japan"},{"name":"Tsukuba Research Center For Energy Materials Science (TREMS) Institute of Pure and Applied Sciences University of Tsukuba  Tsukuba Ibaraki Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,12,17]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201508384"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41570\u2010019\u20100140\u20100"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/tcr.201300035"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202007024"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja2020668"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja511320f"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202006066"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010023\u201043907\u20107"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.201800397"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201906069"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201703648"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010018\u201006270\u20106"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/accountsmr.1c00105"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/D5CC02286J"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja807126u"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200902617"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200905659"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202005482"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010022\u201031530\u2010x"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202413828"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.8b02715"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.nanolett.8b03979"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b02340"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1039\/D3CC04887J"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010025\u201055896\u2010w"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0022\u2010328X(00)83650\u20105"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1039\/b802408a"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1039\/b308741g"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b11871"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b05326"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2CC04655E"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00170a042"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/1521\u20103773(20010601)40:11<2022::AID\u2010ANIE2022>3.0.CO;2\u2010D"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200805340"},{"key":"e_1_2_8_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacsau.2c00194"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7CY01629H"},{"key":"e_1_2_8_38_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41557\u2010022\u201001031\u2010x"},{"key":"e_1_2_8_39_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201607089"},{"key":"e_1_2_8_40_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol1006168"},{"key":"e_1_2_8_41_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.organomet.7b00418"},{"key":"e_1_2_8_42_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201409389"},{"key":"e_1_2_8_43_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b00207"},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201007232"},{"key":"e_1_2_8_45_1","doi-asserted-by":"publisher","DOI":"10.1039\/C2SC20878D"},{"key":"e_1_2_8_46_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2cp42712e"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202503461","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/chem.202503461","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202503461","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,2,3]],"date-time":"2026-02-03T05:55:22Z","timestamp":1770098122000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202503461"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,12,17]]},"references-count":45,"journal-issue":{"issue":"5","published-print":{"date-parts":[[2026,2,2]]}},"alternative-id":["10.1002\/chem.202503461"],"URL":"https:\/\/doi.org\/10.1002\/chem.202503461","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,12,17]]},"assertion":[{"value":"2025-11-17","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-12-04","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-12-17","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e03461"}}