Photochemical Oxidation Specific to Distorted Aromatic Amines Providing ortho-Diketones

0563199 - ÚCHP 2023 PL eng A - Abstract
Jakubec, Martin - Storch, Jan - Sýkora, Jan
Photochemical Oxidation Specific to Distorted Aromatic Amines Providing ortho-Diketones.
Book of Abstracts. 2022. s. 303.
[International symposium on Novel Aromatics Compounds /19./. 03.07.2022-08.07.2022, Warsaw]
Institutional support: RVO:67985858
Keywords : helicenes * ortho-diketones * photochemical transformation
OECD category: Organic chemistry

In this work a straightforward visible-light-promoted oxidation of aminohelicenes providing helical ortho-diketones is described [4]. The mechanism of the transformation was studied, showing the reaction likely proceeds via [2+2]-cycloaddition reaction with singlet oxygen as an oxidizer and the reaction is specific to distorted aromatic systems. The diketones represent a versatile material for further transformation, ranging from formation of simple heterocycles bearing helicene moiety, to preparation of very complex nanographene molecules containing multiple helicene parts in their structure.

Permanent Link: https://hdl.handle.net/11104/0335243