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Rohde, Jan-Uwe
Transition Metal Chemistry
Research Interests
  • Inorganic chemistry, coordination chemistry, organometallic chemistry, chemical synthesis, catalysis, green chemistry, inorganic reaction mechanisms.

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Rapid access to polycyclic N-heteroarenes from unactivated, simple azines via a base-promoted Minisci-type annulation

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dc.contributor.author Lee, Jae Bin ko
dc.contributor.author Kim, Gun Ha ko
dc.contributor.author Jeon, Ji Hwan ko
dc.contributor.author Jeong, Seo Yeong ko
dc.contributor.author Lee, Soochan ko
dc.contributor.author Park, Jaehyun ko
dc.contributor.author Lee, Doyoung ko
dc.contributor.author Kwon, Youngkook ko
dc.contributor.author Seo, Jeong Kon ko
dc.contributor.author Chun, Joong-Hyun ko
dc.contributor.author Kang, Seok Ju ko
dc.contributor.author Choe, Wonyoung ko
dc.contributor.author Rohde, Jan-Uwe ko
dc.contributor.author Hong, Sung You ko
dc.date.available 2022-05-27T02:14:58Z -
dc.date.created 2022-05-19 ko
dc.date.issued 2022-05 ko
dc.identifier.citation NATURE COMMUNICATIONS, v.13, no.1, pp.2421 ko
dc.identifier.issn 2041-1723 ko
dc.identifier.uri https://scholarworks.unist.ac.kr/handle/201301/58558 -
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. ko
dc.language 영어 ko
dc.publisher NATURE PORTFOLIO ko
dc.title Rapid access to polycyclic N-heteroarenes from unactivated, simple azines via a base-promoted Minisci-type annulation ko
dc.type ARTICLE ko
dc.identifier.scopusid 2-s2.0-85129314666 ko
dc.identifier.wosid 000790385800009 ko
dc.type.rims ART ko
dc.identifier.doi 10.1038/s41467-022-30086-0 ko
dc.identifier.url https://www.nature.com/articles/s41467-022-30086-0 ko
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