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Triphyrin(2.1.1) with Tunable Skeletons and Properties Based on the Confusion Approach
East China Univ Sci & Technol, Peoples R China.
East China Univ Sci & Technol, Peoples R China.
East China Univ Sci & Technol, Peoples R China.
Hunan Normal Univ, Peoples R China.
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2024 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 26, no 45, p. 9671-9675Article in journal (Refereed) Published
Abstract [en]

The N-confused [14]triphyrin(2.1.1) 1 was facilely synthesized and readily converted into N-confused triphyrinone(2.1.1) 2 and alpha-methoxy-substituted 1-OMe. Subsequent acid-promoted ring-opening of 1-OMe afforded vacatatriphyrin(2.1.1) 3. Further treatment of 3 with CuCl2<middle dot>2H2O resulted in ring-closure and tetrachlorination to furnish 2H-triphyrin(2.1.0) 4. As a result of the diverse structures achieved through the confusion approach, the aromaticity, absorption, and electrochemical properties could be effectively tuned.

Place, publisher, year, edition, pages
AMER CHEMICAL SOC , 2024. Vol. 26, no 45, p. 9671-9675
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:liu:diva-209917DOI: 10.1021/acs.orglett.4c03395ISI: 001346972500001PubMedID: 39486048Scopus ID: 2-s2.0-85208403690OAI: oai:DiVA.org:liu-209917DiVA, id: diva2:1914747
Note

Funding Agencies|Natural Science Foundation of Shanghai Municipality [22131005, 22201074, 22075077, 21908055]; NSFC; Fundamental Research Funds for the Central Universities [23QA1402100]; Shanghai Rising-Star Program [23ZR1415600, 22ZR1416100]; Natural Science Foundation of Shanghai [2018TP1017]; Science and Technology Planning Project of Hunan Province [2020-04600]; Swedish Research Council [101077649]; European Union (ERC); Linkoping University

Available from: 2024-11-20 Created: 2024-11-20 Last updated: 2025-10-07

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Baryshnikov, Glib

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