{"title":"一种用于与富勒烯超分子组装的掺杂硅纳米碗","authors":"Bo Yang, , , Yixun Sun, , , Jiale Hu, , , Muhua Chen, , , Xin Wang, , , Juan Fan, , , Huaming Sun, , , Jing Li*, , and , Junfa Wei*, ","doi":"10.1021/acs.orglett.5c03421","DOIUrl":null,"url":null,"abstract":"<p >A silicon-doped nanographenic bowl, trisilasupersumanene <b>1</b>, was synthesized via a 3-fold palladium-catalyzed sila-annulation from the hexachlorinated trifluorenocoronene. Incorporating silole rings into the aromatic framework leads to new reduction waves in cyclic voltammetry and low-lying LUMO levels. The bowl <b>1</b> exhibits high binding affinity to fullerenes C<sub>60</sub> and C<sub>70</sub>, forming supramolecular complexes <b>1⊃C</b><sub><b>60</b></sub> and <b>(1)</b><sub><b>2</b></sub><b>⊃C</b><sub><b>70</b></sub> with unique packing arrangements. Notably, <b>(1)</b><sub><b>2</b></sub><b>⊃C</b><sub><b>70</b></sub> features a rare clam-like structure in the crystal, entirely different from its binding behavior in solution.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 39","pages":"11045–11051"},"PeriodicalIF":5.0000,"publicationDate":"2025-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A Silicon-Doped Nanographenic Bowl for Supramolecular Assembly with Fullerenes\",\"authors\":\"Bo Yang, , , Yixun Sun, , , Jiale Hu, , , Muhua Chen, , , Xin Wang, , , Juan Fan, , , Huaming Sun, , , Jing Li*, , and , Junfa Wei*, \",\"doi\":\"10.1021/acs.orglett.5c03421\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >A silicon-doped nanographenic bowl, trisilasupersumanene <b>1</b>, was synthesized via a 3-fold palladium-catalyzed sila-annulation from the hexachlorinated trifluorenocoronene. Incorporating silole rings into the aromatic framework leads to new reduction waves in cyclic voltammetry and low-lying LUMO levels. The bowl <b>1</b> exhibits high binding affinity to fullerenes C<sub>60</sub> and C<sub>70</sub>, forming supramolecular complexes <b>1⊃C</b><sub><b>60</b></sub> and <b>(1)</b><sub><b>2</b></sub><b>⊃C</b><sub><b>70</b></sub> with unique packing arrangements. Notably, <b>(1)</b><sub><b>2</b></sub><b>⊃C</b><sub><b>70</b></sub> features a rare clam-like structure in the crystal, entirely different from its binding behavior in solution.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 39\",\"pages\":\"11045–11051\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-09-18\",\"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.5c03421\",\"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.5c03421","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
A Silicon-Doped Nanographenic Bowl for Supramolecular Assembly with Fullerenes
A silicon-doped nanographenic bowl, trisilasupersumanene 1, was synthesized via a 3-fold palladium-catalyzed sila-annulation from the hexachlorinated trifluorenocoronene. Incorporating silole rings into the aromatic framework leads to new reduction waves in cyclic voltammetry and low-lying LUMO levels. The bowl 1 exhibits high binding affinity to fullerenes C60 and C70, forming supramolecular complexes 1⊃C60 and (1)2⊃C70 with unique packing arrangements. Notably, (1)2⊃C70 features a rare clam-like structure in the crystal, entirely different from its binding behavior in solution.
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.