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  Annulative π-Extension of Unactivated Benzene Derivatives through Nondirected C-H Arylation

Lee, J. B., Jeon, M. H., Seo, J. K., Helden, G. v., Rohde, J.-U., Zhao, B. S., et al. (2019). Annulative π-Extension of Unactivated Benzene Derivatives through Nondirected C-H Arylation. Organic Letters, 21(17), 7004-7008. doi:10.1021/acs.orglett.9b02583.

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Item Permalink: https://hdl.handle.net/21.11116/0000-0004-8519-A Version Permalink: https://hdl.handle.net/21.11116/0000-000A-E29E-5
Genre: Journal Article

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 Creators:
Lee, Jae Bin1, Author
Jeon, Min Ho1, Author
Seo, Jeong Kon2, Author
Helden, Gert von3, Author           
Rohde, Jan-Uwe4, Author
Zhao, Bum Suk4, Author
Seo, Jongcheol5, Author
Hong, Sung You1, Author
Affiliations:
1School of Energy and Chemical Engineering, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST-gil, Ulsan 44919, Korea, ou_persistent22              
2UNIST Central Research Facility, Ulsan 44919, Korea, ou_persistent22              
3Molecular Physics, Fritz Haber Institute, Max Planck Society, ou_634545              
4Department of Chemistry, UNIST, Ulsan 44919, Korea, ou_persistent22              
5Department of Chemistry, POSTECH, Pohang 37673, Korea, ou_persistent22              

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 Abstract: Annulative π-extension chemistry provides aconcise synthetic route to polycyclic arenes. Herein, we disclose a nondirected annulation approach of unactivated simple arenes.The palladium-catalyzed 2-fold C−H arylation event facilitates tandem C−C linkage relays to furnish fully benzenoid triphenylene frameworks using cyclic diaryliodonium salts. The inseparable regioisomeric mixture of 1- and 2-methyltriphenylenes is identified by the combined analysis of ion mobility-mass spectrometry, gas-phase infrared spectroscopy, and molecular simulation studies.

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Language(s): eng - English
 Dates: 2019-07-242019-08-122019-09-06
 Publication Status: Issued
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/acs.orglett.9b02583
 Degree: -

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Title: Organic Letters
  Other : Org. Lett.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: 5 Volume / Issue: 21 (17) Sequence Number: - Start / End Page: 7004 - 7008 Identifier: ISSN: 1523-7060
CoNE: https://pure.mpg.de/cone/journals/resource/954925626338