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Photochemical Oxidation Specific to Distorted Aromatic Amines Providing ortho-Diketones.
- 1.0524198 - ÚCHP 2021 RIV US eng J - Journal Article
Jakubec, Martin - Hansen-Troøyen, Susanne - Císařová, I. - Sýkora, Jan - Storch, Jan
Photochemical Oxidation Specific to Distorted Aromatic Amines Providing ortho-Diketones.
Organic Letters. Roč. 22, č. 10 (2020), s. 3905-3910. ISSN 1523-7060. E-ISSN 1523-7052
R&D Projects: GA ČR(CZ) GA20-19353S
Institutional support: RVO:67985858
Keywords : circularly-polarized luminiscence * singlet oxygen * sreteoselective syntheses
OECD category: Organic chemistry
Impact factor: 6.005, year: 2020
Method of publishing: Limited access
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.
Permanent Link: http://hdl.handle.net/11104/0308905
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Number of the records: 1