{"title":"扭曲骨架的2nm分子阶梯。","authors":"Suriguga Meng, Yingying Xu, Zhiyu Zhang, Shuqin Han*, Yoshifumi Hashikawa* and Chaolumen*, ","doi":"10.1021/acs.orglett.5c02706","DOIUrl":null,"url":null,"abstract":"<p >Molecular ladders are of particular interest for their well-defined fused-ring architectures as promising materials in organic electronics. Herein, we present the synthesis and properties of a molecular ladder featuring 4-fold antiaromatic pentagonal rings embedded into the 2.000(1) nm backbone. The crystallographic analysis revealed its twisted backbone, causing tight packing with a shortest contact of 3.210(9) Å. The robust redox behavior of up to 3e<sup>–</sup> oxidation and 4e<sup>–</sup> reduction originates from the diindenonaphthalene and diindenotetracene characters, respectively. This ladder exhibited a maximum hole mobility of μ<sub>h</sub> = 0.035 cm<sup>2</sup> V<sup>–1</sup> s<sup>–1</sup> in single-crystal organic field-effect transistors.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 30","pages":"8365–8369"},"PeriodicalIF":5.0000,"publicationDate":"2025-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A 2 nm Molecular Ladder with a Twisted Backbone\",\"authors\":\"Suriguga Meng, Yingying Xu, Zhiyu Zhang, Shuqin Han*, Yoshifumi Hashikawa* and Chaolumen*, \",\"doi\":\"10.1021/acs.orglett.5c02706\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Molecular ladders are of particular interest for their well-defined fused-ring architectures as promising materials in organic electronics. Herein, we present the synthesis and properties of a molecular ladder featuring 4-fold antiaromatic pentagonal rings embedded into the 2.000(1) nm backbone. The crystallographic analysis revealed its twisted backbone, causing tight packing with a shortest contact of 3.210(9) Å. The robust redox behavior of up to 3e<sup>–</sup> oxidation and 4e<sup>–</sup> reduction originates from the diindenonaphthalene and diindenotetracene characters, respectively. This ladder exhibited a maximum hole mobility of μ<sub>h</sub> = 0.035 cm<sup>2</sup> V<sup>–1</sup> s<sup>–1</sup> in single-crystal organic field-effect transistors.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 30\",\"pages\":\"8365–8369\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-07-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.5c02706\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.orglett.5c02706","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Molecular ladders are of particular interest for their well-defined fused-ring architectures as promising materials in organic electronics. Herein, we present the synthesis and properties of a molecular ladder featuring 4-fold antiaromatic pentagonal rings embedded into the 2.000(1) nm backbone. The crystallographic analysis revealed its twisted backbone, causing tight packing with a shortest contact of 3.210(9) Å. The robust redox behavior of up to 3e– oxidation and 4e– reduction originates from the diindenonaphthalene and diindenotetracene characters, respectively. This ladder exhibited a maximum hole mobility of μh = 0.035 cm2 V–1 s–1 in single-crystal organic field-effect transistors.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.