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Synthesis, characterization, and spectroscopic properties of 2-(3,5,6-trichloro-1,4-benzoquinon-2-yl)-neo-fused hexaphyrin
East China Univ Sci & Technol, Peoples R China; East China Univ Sci & Technol, Peoples R China.
East China Univ Sci & Technol, Peoples R China; East China Univ Sci & Technol, Peoples R China.
Linköping University, Department of Science and Technology, Laboratory of Organic Electronics. Linköping University, Faculty of Science & Engineering.ORCID iD: 0000-0002-0716-3385
Uppsala Univ, Sweden.
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2021 (English)In: Bulletin of the Korean Chemical Society (Print), ISSN 0253-2964, E-ISSN 1229-5949, Vol. 42, no 12, p. 1569-1573, article id 1569Article in journal (Refereed) Published
Abstract [en]

In this work, a novel compound 2-(3,5,6-trichloro-1,4-benzoquinon-2-yl)-neo-fused hexaphyrin has been prepared from tetrachloroquinone and neo-fused hexaphyrin through a substitution reaction. The chemical structure of the compound has been characterized by nuclear magnetic resonance (NMR), high-resolution mass spectrum, UV-Vis spectrum, and X-ray diffraction. The crystal structure reveals that the quinonyl unit is almost coplanar with the adjacent N-confused pyrrole unit. Because of the cooperative effect of extended conjugation and the intramolecular charge transfer effect related to the strong electron-withdrawing character of the quinonyl unit, the absorption of 2 is dramatically extended to ca. 1280 nm.
Place, publisher, year, edition, pages
Wiley-Blackwell, 2021. Vol. 42, no 12, p. 1569-1573, article id 1569
Keywords [en]
crystal structure; expanded porphyrin; neo-fused porphyrin; porphyrinoid
National Category
Inorganic Chemistry
Identifiers
URN: urn:nbn:se:liu:diva-179861DOI: 10.1002/bkcs.12405ISI: 000697356300001OAI: oai:DiVA.org:liu-179861DiVA, id: diva2:1600712
Note

Funding Agencies|NSFCNational Natural Science Foundation of China (NSFC) [21971063, 21772041, 21702062, 22075077]; Fundamental Research Funds for the Central UniversitiesFundamental Research Funds for the Central Universities [222201717003]; Program of Shanghai Academic Research Leader [20XD1401400]; China Postdoctoral Science FoundationChina Postdoctoral Science Foundation [2019TQ0092, 2020M671016]; Natural Science Foundation of ShanghaiNatural Science Foundation of Shanghai [20ZR1414100]; Swedish Research CouncilSwedish Research CouncilEuropean Commission [2018-05973]

Available from: 2021-10-05 Created: 2021-10-05 Last updated: 2022-04-11

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Laboratory of Organic ElectronicsFaculty of Science & Engineering
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