78751-40-3Relevant articles and documents
Novel covalently linked pyrene-aryl azide systems: synthesis of 1-(4-azidobenzoyloxy)pyrene
Barabanov, Igor I.,Polukhin, Alexander V.,Korolev, Valerii V.,Kuibida, Leonid V.,Nefedov, Andrey A.
, p. 260 - 261 (2015)
Lead tetraacetate oxidation of pyrene followed by hydrolysis affords 1-hydroxypyrene whose esterification with 4-azidobenzoic acid gives a new bifunctional luminophore characterized by UV and luminescence spectroscopy.
Preparation method of 1-pyrenol
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Paragraph 0034; 0045; 0048, (2019/11/28)
The invention discloses a preparation method of 1-pyrenol. The method comprises the following steps: 1) using 1-bromopyrene as a starting compound, mixing the 1-bromopyrene, a copper catalyst, a baseand a solvent, and performing coupling by a Ullmann reaction to obtain 1-pyrenol in one step; 2) performing acylation on the 1-pyrenol to convert the 1-pyrenol into 1-acetoxypyrene, adding a 1-acetoxypyrene seed crystal to induce recrystallization, and performing hydrolysis on the 1-acetoxypyrene obtained by recrystallization under alkaline conditions to obtain 1-pyrenol; and 3) adding a 1-pyrenolseed crystal into the 1-pyrenol obtained by hydrolysis to induce recrystallization to obtain the high-purity 1-pyrenol. The method provided by the invention is different from a conventional preparation method of 1-pyrenol and relates to coupling of aromatic compounds, the raw materials and catalysts are economical and easy to obtain, and the reaction method is simple and easy to implement, and has a high yield, small pollution to the environment, and very high application value.
Photo-Fries rearrangement of 1-pyrenyl esters
Maeda, Hajime,Akai, Tomomi,Segi, Masahito
, p. 4377 - 4380 (2017/10/23)
Photo-Fries rearrangement reactions of 1-pyrenyl esters were investigated. Photoreaction of 1-pyrenyl benzoate in benzene generates 1-hydroxy-2-pyrenyl phenyl ketone along with 1-pyrenol. The exceptionally down field 1H NMR chemical shift of OH proton in the photoproduct indicates the existence of intramolecular hydrogen bonding. Photorearrangements of analogs that have electron-withdrawing or electron-releasing group on the phenyl ring, and related heteroaromatic carboxylates also take place to form the corresponding ketones. However, photoreactions of 1-pyrenyl aliphatic carboxylate esters do not occur. The results of spectroscopic and theoretical studies suggest the mechanistic pathway for this process is initiated by homolytic C–O bond cleavage in an aroyl group localized 1(π → π?) excited state of the 1-pyrenyl esters. The radical pair generated in this fashion then undergoes in-solvent-cage coupling to yield the 1-hydroxy-2-pyrenyl aryl ketone selectively.
