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Photochemical Oxidation Specific to Distorted Aromatic Amines Providing ortho-Diketones.
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SYSNO ASEP 0524198 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Photochemical Oxidation Specific to Distorted Aromatic Amines Providing ortho-Diketones. Author(s) Jakubec, Martin (UCHP-M) RID, ORCID, SAI
Hansen-Troøyen, Susanne (UCHP-M)
Císařová, I. (CZ)
Sýkora, Jan (UCHP-M) RID, ORCID, SAI
Storch, Jan (UCHP-M) RID, ORCID, SAISource Title Organic Letters. - : American Chemical Society - ISSN 1523-7060
Roč. 22, č. 10 (2020), s. 3905-3910Number of pages 6 s. Language eng - English Country US - United States Keywords circularly-polarized luminiscence ; singlet oxygen ; sreteoselective syntheses Subject RIV CC - Organic Chemistry OECD category Organic chemistry R&D Projects GA20-19353S GA ČR - Czech Science Foundation (CSF) Method of publishing Limited access Institutional support UCHP-M - RVO:67985858 UT WOS 000535292300034 EID SCOPUS 85084785167 DOI 10.1021/acs.orglett.0c01190 Annotation A straightforward visible-light-promoted oxidation of aminohelicenes providing helical ortho-diketones is described. It is shown that the oxidation of amines proceeds via [2 + 2]-
cycloaddition reaction with singlet oxygen as an oxidizer and the reaction is specific to distorted aromatic systems. The versatility of the prepared diketones and tetraketones was proven in several heterocycle-forming reactions. The observed adjustment of the physicochemical properties of original molecules is valuable for further development of functional molecules based on helicenes.Workplace Institute of Chemical Process Fundamentals Contact Eva Jirsová, jirsova@icpf.cas.cz, Tel.: 220 390 227 Year of Publishing 2021 Electronic address http://hdl.handle.net/11104/0308905
Number of the records: 1