{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T15:52:40Z","timestamp":1790697160293,"version":"4.1.0"},"reference-count":59,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2024,10,30]],"date-time":"2024-10-30T00:00:00Z","timestamp":1730246400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2024,10,30]],"date-time":"2024-10-30T00:00:00Z","timestamp":1730246400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100012166","name":"National Key Research and Development Program of China","doi-asserted-by":"publisher","award":["2022YFB3603002; 2022YFA1204404"],"award-info":[{"award-number":["2022YFB3603002; 2022YFA1204404"]}],"id":[{"id":"10.13039\/501100012166","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2025,1,15]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Despite the proliferation of multiple resonance (MR) materials in the blue to green spectral ranges, red MR emitters remain scarce in the literature, an area that certainly warrants attention for future applications. Here, through a clever application of classic Clar's aromatic \u03c0\u2010sextet rule, we triumphantly constructed the first red MR emitter by substituting the conventional benzene ring core with anthracene (fewer \u03c0\u2010sextets). Theoretical studies indicate that the quantity of \u03c0\u2010sextets ultimately determines the optical band gap of a molecule, rather than the number of fused benzene rings. Benefiting from the high photoluminescence quantum yield of ~94\u2009% and horizontal dipole ratio of ~90\u2009%, the corresponding narrowband red (luminescence wavelength: 608\u2005nm) organic light\u2010emitting diode shows a high external quantum efficiency of 27.3\u2009%, with only a slight decrease of 3.7\u2009% at an elevated luminance level of 100,000\u2005cd\/m\n                    <jats:sup>2<\/jats:sup>\n                    .\n                  <\/jats:p>","DOI":"10.1002\/anie.202415400","type":"journal-article","created":{"date-parts":[[2024,9,11]],"date-time":"2024-09-11T08:37:51Z","timestamp":1726043871000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":37,"title":["Clar's Aromatic \u03c0\u2010Sextet Rule for the Construction of Red Multiple Resonance Emitter"],"prefix":"10.1002","volume":"64","author":[{"given":"Haowen","family":"Chen","sequence":"first","affiliation":[{"name":"Jiangsu Province Hi-Tech Key Laboratory for Bio-Medical Research Jiangsu Engineering Laboratory of Smart Carbon-Rich Materials and Device School of Chemistry and Engineering Southeast University  Nanjing Jiangsu 211189 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mingxu","family":"Du","sequence":"additional","affiliation":[{"name":"Key Lab of Organic Optoelectronics and Molecular Engineering of Ministry of Education Department of Chemistry Tsinghua University  Beijing 100084 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Cheng","family":"Qu","sequence":"additional","affiliation":[{"name":"Key Lab of Organic Optoelectronics and Molecular Engineering of Ministry of Education Department of Chemistry Tsinghua University  Beijing 100084 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qian","family":"Jin","sequence":"additional","affiliation":[{"name":"Key Lab of Organic Optoelectronics and Molecular Engineering of Ministry of Education Department of Chemistry Tsinghua University  Beijing 100084 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zequan","family":"Tao","sequence":"additional","affiliation":[{"name":"Jiangsu Province Hi-Tech Key Laboratory for Bio-Medical Research Jiangsu Engineering Laboratory of Smart Carbon-Rich Materials and Device School of Chemistry and Engineering Southeast University  Nanjing Jiangsu 211189 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Renjie","family":"Ji","sequence":"additional","affiliation":[{"name":"Jiangsu Province Hi-Tech Key Laboratory for Bio-Medical Research Jiangsu Engineering Laboratory of Smart Carbon-Rich Materials and Device School of Chemistry and Engineering Southeast University  Nanjing Jiangsu 211189 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guimin","family":"Zhao","sequence":"additional","affiliation":[{"name":"Jiangsu Province Hi-Tech Key Laboratory for Bio-Medical Research Jiangsu Engineering Laboratory of Smart Carbon-Rich Materials and Device School of Chemistry and Engineering Southeast University  Nanjing Jiangsu 211189 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tao","family":"Zhou","sequence":"additional","affiliation":[{"name":"Jiangsu Province Hi-Tech Key Laboratory for Bio-Medical Research Jiangsu Engineering Laboratory of Smart Carbon-Rich Materials and Device School of Chemistry and Engineering Southeast University  Nanjing Jiangsu 211189 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuheng","family":"Lou","sequence":"additional","affiliation":[{"name":"Jiangsu Province Hi-Tech Key Laboratory for Bio-Medical Research Jiangsu Engineering Laboratory of Smart Carbon-Rich Materials and Device School of Chemistry and Engineering Southeast University  Nanjing Jiangsu 211189 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yueming","family":"Sun","sequence":"additional","affiliation":[{"name":"Jiangsu Province Hi-Tech Key Laboratory for Bio-Medical Research Jiangsu Engineering Laboratory of Smart Carbon-Rich Materials and Device School of Chemistry and Engineering Southeast University  Nanjing Jiangsu 211189 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wei","family":"Jiang","sequence":"additional","affiliation":[{"name":"Jiangsu Province Hi-Tech Key Laboratory for Bio-Medical Research Jiangsu Engineering Laboratory of Smart Carbon-Rich Materials and Device School of Chemistry and Engineering Southeast University  Nanjing Jiangsu 211189 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2750-0972","authenticated-orcid":false,"given":"Lian","family":"Duan","sequence":"additional","affiliation":[{"name":"Laboratory of Flexible Electronics Technology Tsinghua University  Beijing 100084 P. R. China"},{"name":"Key Lab of Organic Optoelectronics and Molecular Engineering of Ministry of Education Department of Chemistry Tsinghua University  Beijing 100084 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuewei","family":"Zhang","sequence":"additional","affiliation":[{"name":"Laboratory of Flexible Electronics Technology Tsinghua University  Beijing 100084 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,10,30]]},"reference":[{"key":"e_1_2_3_1_1","unstructured":"\u00a0"},{"key":"e_1_2_3_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200600317"},{"key":"e_1_2_3_3_2","doi-asserted-by":"publisher","DOI":"10.1038\/nphoton.2015.36"},{"key":"e_1_2_3_4_1","unstructured":"\u00a0"},{"key":"e_1_2_3_5_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.aad1818"},{"key":"e_1_2_3_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/adma.201805836"},{"key":"e_1_2_3_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202306471"},{"key":"e_1_2_3_8_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41427-021-00318-8"},{"key":"e_1_2_3_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.201505491"},{"key":"e_1_2_3_10_1","unstructured":"\u00a0"},{"key":"e_1_2_3_11_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41566-019-0476-5"},{"key":"e_1_2_3_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201911266"},{"key":"e_1_2_3_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/adfm.201908677"},{"key":"e_1_2_3_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202007210"},{"key":"e_1_2_3_15_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41566-021-00870-3"},{"key":"e_1_2_3_16_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41566-022-01083-y"},{"key":"e_1_2_3_17_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41566-022-01106-8"},{"key":"e_1_2_3_18_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202209984"},{"key":"e_1_2_3_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202201886"},{"key":"e_1_2_3_20_2","doi-asserted-by":"publisher","DOI":"10.1039\/D3SC06470K"},{"key":"e_1_2_3_21_1","unstructured":"\u00a0"},{"key":"e_1_2_3_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/adpr.202200201"},{"key":"e_1_2_3_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/adom.202201714"},{"key":"e_1_2_3_24_2","doi-asserted-by":"publisher","DOI":"10.1039\/D3CS00837A"},{"key":"e_1_2_3_25_1","unstructured":"\u00a0"},{"key":"e_1_2_3_26_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c10081"},{"key":"e_1_2_3_27_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202107848"},{"key":"e_1_2_3_28_2","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202201442"},{"key":"e_1_2_3_29_2","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202301018"},{"key":"e_1_2_3_30_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202312666"},{"key":"e_1_2_3_31_2","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202307420"},{"key":"e_1_2_3_32_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202318433"},{"key":"e_1_2_3_33_1","unstructured":"\u00a0"},{"key":"e_1_2_3_34_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202008264"},{"key":"e_1_2_3_35_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202204652"},{"key":"e_1_2_3_36_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202301930"},{"key":"e_1_2_3_37_2","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202305125"},{"key":"e_1_2_3_38_1","unstructured":"\u00a0"},{"key":"e_1_2_3_39_2","unstructured":"E. Clar The Aromatic Sextet Wiley London 1972;"},{"key":"e_1_2_3_40_2","doi-asserted-by":"publisher","DOI":"10.3389\/fchem.2013.00022"},{"key":"e_1_2_3_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp502235p"},{"key":"e_1_2_3_42_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp8038797"},{"key":"e_1_2_3_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/adom.201902142"},{"key":"e_1_2_3_44_1","doi-asserted-by":"publisher","DOI":"10.31635\/ccschem.021.202101033"},{"key":"e_1_2_3_45_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-019-08495-5"},{"key":"e_1_2_3_46_1","doi-asserted-by":"publisher","DOI":"10.1002\/flm2.15"},{"key":"e_1_2_3_47_1","unstructured":"\u00a0"},{"key":"e_1_2_3_48_2","doi-asserted-by":"publisher","DOI":"10.1002\/aelm.202101114"},{"key":"e_1_2_3_49_2","doi-asserted-by":"publisher","DOI":"10.1002\/cjoc.202200356"},{"key":"e_1_2_3_50_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cej.2023.144565"},{"key":"e_1_2_3_51_2","doi-asserted-by":"publisher","DOI":"10.1039\/D3MH00800B"},{"key":"e_1_2_3_52_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11426-023-1712-5"},{"key":"e_1_2_3_53_2","doi-asserted-by":"publisher","DOI":"10.1126\/sciadv.adh8296"},{"key":"e_1_2_3_54_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202216473"},{"key":"e_1_2_3_55_2","doi-asserted-by":"publisher","DOI":"10.1002\/adom.202302811"},{"key":"e_1_2_3_56_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202300934"},{"key":"e_1_2_3_57_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.4c02598"},{"key":"e_1_2_3_58_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.orgel.2021.106166"},{"key":"e_1_2_3_59_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.1388159"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202415400","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202415400","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202415400","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,6,11]],"date-time":"2026-06-11T07:22:29Z","timestamp":1781162549000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202415400"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,10,30]]},"references-count":59,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2025,1,15]]}},"alternative-id":["10.1002\/anie.202415400"],"URL":"https:\/\/doi.org\/10.1002\/anie.202415400","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,10,30]]},"assertion":[{"value":"2024-08-12","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2024-10-30","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202415400"}}