Full metadata record
DC Field | Value | Language |
---|---|---|
dc.citation.number | 1 | - |
dc.citation.startPage | 2421 | - |
dc.citation.title | NATURE COMMUNICATIONS | - |
dc.citation.volume | 13 | - |
dc.contributor.author | Lee, Jae Bin | - |
dc.contributor.author | Kim, Gun Ha | - |
dc.contributor.author | Jeon, Ji Hwan | - |
dc.contributor.author | Jeong, Seo Yeong | - |
dc.contributor.author | Lee, Soochan | - |
dc.contributor.author | Park, Jaehyun | - |
dc.contributor.author | Lee, Doyoung | - |
dc.contributor.author | Kwon, Youngkook | - |
dc.contributor.author | Seo, Jeong Kon | - |
dc.contributor.author | Chun, Joong-Hyun | - |
dc.contributor.author | Kang, Seok Ju | - |
dc.contributor.author | Choe, Wonyoung | - |
dc.contributor.author | Rohde, Jan-Uwe | - |
dc.contributor.author | Hong, Sung You | - |
dc.date.accessioned | 2023-12-21T14:12:00Z | - |
dc.date.available | 2023-12-21T14:12:00Z | - |
dc.date.created | 2022-05-19 | - |
dc.date.issued | 2022-05 | - |
dc.description.abstract | Conventional synthetic methods to yield polycyclic heteroarenes have largely relied on metal-mediated arylation reactions requiring pre-functionalised substrates. However, the functionalisation of unactivated azines has been restricted because of their intrinsic low reactivity. Herein, we report a transition-metal-free, radical relay pi-extension approach to produce N-doped polycyclic aromatic compounds directly from simple azines and cyclic iodonium salts. Mechanistic and electron paramagnetic resonance studies provide evidence for the in situ generation of organic electron donors, while chemical trapping and electrochemical experiments implicate an iodanyl radical intermediate serving as a formal biaryl radical equivalent. This intermediate, formed by one-electron reduction of the cyclic iodonium salt, acts as the key intermediate driving the Minisci-type arylation reaction. The synthetic utility of this radical-based annulative pi-extension method is highlighted by the preparation of an N-doped heptacyclic nanographene fragment through fourfold C-H arylation. The functionalisation of unactivated azines has been restricted because of their intrinsic low reactivity. Here the authors show a transition-metal-free, radical relay pi-extension approach to produce N-doped polycyclic aromatic compounds directly from simple azines and cyclic iodonium salts. | - |
dc.identifier.bibliographicCitation | NATURE COMMUNICATIONS, v.13, no.1, pp.2421 | - |
dc.identifier.doi | 10.1038/s41467-022-30086-0 | - |
dc.identifier.issn | 2041-1723 | - |
dc.identifier.scopusid | 2-s2.0-85129314666 | - |
dc.identifier.uri | https://scholarworks.unist.ac.kr/handle/201301/58558 | - |
dc.identifier.url | https://www.nature.com/articles/s41467-022-30086-0 | - |
dc.identifier.wosid | 000790385800009 | - |
dc.language | 영어 | - |
dc.publisher | NATURE PORTFOLIO | - |
dc.title | Rapid access to polycyclic N-heteroarenes from unactivated, simple azines via a base-promoted Minisci-type annulation | - |
dc.type | Article | - |
dc.description.isOpenAccess | TRUE | - |
dc.relation.journalWebOfScienceCategory | Multidisciplinary Sciences | - |
dc.relation.journalResearchArea | Science & Technology - Other Topics | - |
dc.type.docType | Article | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.subject.keywordPlus | DIARYLIODONIUM SALTS | - |
dc.subject.keywordPlus | DIRECT ARYLATION | - |
dc.subject.keywordPlus | ELECTRON-DONORS | - |
dc.subject.keywordPlus | CHEMISTRY | - |
dc.subject.keywordPlus | ARENE | - |
dc.subject.keywordPlus | 1,10-PHENANTHROLINE | - |
dc.subject.keywordPlus | HETEROCYCLES | - |
dc.subject.keywordPlus | INITIATORS | - |
dc.subject.keywordPlus | BUTOXIDE | - |
dc.subject.keywordPlus | DESIGN | - |
Items in Repository are protected by copyright, with all rights reserved, unless otherwise indicated.
Tel : 052-217-1404 / Email : scholarworks@unist.ac.kr
Copyright (c) 2023 by UNIST LIBRARY. All rights reserved.
ScholarWorks@UNIST was established as an OAK Project for the National Library of Korea.