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Herein, by means of first\u2010principles calculations, a significant improvement of the electrochemical performance for carbonyl\u2010bridged heterotriangulenes (CBHTs) is reported by introducing pyridinic N in their skeletons. Different center atoms (B, N, and P) and different types of functionalization with nitrogen effectively regulate the redox activity, conductivity, and solubility of CBHTs by influencing their electron affinity, energy levels of frontier orbitals and molecular polarity. By incorporating pyridinic N adjacent to the carbonyl groups, the electrochemical performance of N\u2010functionalized CBHTs is significantly improved. Foremost, the estimated energy density reaches 1524\u00a0Wh kg<jats:sup>\u22121<\/jats:sup> for carbonyl\u2010bridged tri (3,5\u2010pyrimidyl) borane, 50% higher than in the inorganic reference material LiCoO<jats:sub>2<\/jats:sub>, rendering N\u2010functionalized CBHTs promising organic cathode materials for LIBs. The investigation reveals the underlying structure\u2010performance relationship of conjugated carbonyl compounds and sheds new lights for the rational design of redox\u2010active organic molecules for high\u2010performance lithium ion batteries (LIBs).<\/jats:p>","DOI":"10.1002\/advs.202306680","type":"journal-article","created":{"date-parts":[[2023,12,3]],"date-time":"2023-12-03T22:27:31Z","timestamp":1701642451000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Rational Molecular Design of Redox\u2010Active Carbonyl\u2010Bridged Heterotriangulenes for High\u2010Performance Lithium\u2010Ion Batteries"],"prefix":"10.1002","volume":"11","author":[{"given":"Xipeng","family":"Shu","sequence":"first","affiliation":[{"name":"Jiangsu Co\u2010Innovation Centre of Efficient Processing and Utilization of Forest Resources College of Chemical Engineering Nanjing Forestry University  Nanjing 210037 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Liang","family":"Hu","sequence":"additional","affiliation":[{"name":"Jiangsu Co\u2010Innovation Centre of Efficient Processing and Utilization of Forest Resources College of Chemical Engineering Nanjing Forestry University  Nanjing 210037 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2379-6251","authenticated-orcid":false,"given":"Thomas","family":"Heine","sequence":"additional","affiliation":[{"name":"TU Dresden Fakult\u00e4t f\u00fcr Chemie und Lebensmittelchemie  Bergstra\u00dfe 66c 01062 Dresden Germany"},{"name":"Helmholtz\u2010Zentrum Dresden\u2010Rossendorf Forschungsstelle Leipzig  Permoserstra\u00dfe 15 04318 Leipzig Germany"},{"name":"Department of Chemistry Yonsei University and ibs\u2010cnm  Seodaemun\u2010gu Seoul 120\u2010749 Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1537-9522","authenticated-orcid":false,"given":"Yu","family":"Jing","sequence":"additional","affiliation":[{"name":"Jiangsu Co\u2010Innovation Centre of Efficient Processing and Utilization of Forest Resources College of Chemical Engineering Nanjing Forestry University  Nanjing 210037 China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,12,3]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.2085"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.7b00288"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8EE90053A"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1038\/451652a"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41586-019-1682-5"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11426-018-9410-0"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/aenm.202000982"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/wcms.1660"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1039\/c3ee40709h"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1039\/c0ee00731e"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja1012849"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/aenm.201100795"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41570-020-0160-9"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/aenm.201402034"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9TA05252F"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5TA10713J"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.201704682"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1039\/c3sc22093a"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/cssc.201702344"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1EE00419K"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6TA09760J"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5TA05437K"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9SC04175C"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1038\/nenergy.2017.74"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/adfm.201909597"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja306663g"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19711040406"},{"key":"e_1_2_8_28_1","first-page":"626","volume":"107","author":"Hellwinkel D.","year":"1974","journal-title":"Chem. 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