Synthesis of polycyclic aromatic quinones by continuous flow electrochemical oxidation: anodic methoxylation of polycyclic aromatic phenols (PAPs).

Hiwot M Tiruye, Solon Economopoulos, Kåre B Jørgensen

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Article in Beilstein journal of organic chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 · Who and what money

Authors and funding

3 authors.

Hiwot M TiruyeDepartment of Chemistry, Bioscience and Environmental Engineering, Faculty of Science and Technology, University of Stavanger, P.O Box 8600 Forus, N-4036 Stavanger, Norway.ORCID https://orcid.org/0000-0002-4379-829X

Solon EconomopoulosAdvanced Optoelectronic Nanomaterials Research Unit, Department of Chemistry, Norwegian University of Science and Technology, 7491 Trondheim, Norway.ORCID https://orcid.org/0000-0002-2609-4602

Kåre B JørgensenDepartment of Chemistry, Bioscience and Environmental Engineering, Faculty of Science and Technology, University of Stavanger, P.O Box 8600 Forus, N-4036 Stavanger, Norway.ORCID https://orcid.org/0000-0003-0662-1839

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The electrochemical oxidation of polycyclic aromatic phenols (PAPs) has been developed in a microfluidic cell to synthesize polycyclic aromatic quinones (PAQs). Methanol was used as nucleophile to trap the phenoxonium cation formed in the oxidation as an acetal, that later were hydrolysed to the quinone. Formation of hydrogen gas as the cathode reaction caused challenges in the flow cell and were overcome by recycling the reaction mixture through the cell at increased flow rate several times. The specific quinones formed were guided by the position of an initial hydroxy group on the polycyclic aromatic hydrocarbon. An available

Indexed as

acetal formationcyclic voltammetryflow electrochemistrygreen oxidationpolycyclic aromatic hydrocarbons

Identifiers

PMID39076291

DOI10.3762/bjoc.20.153

PMCPMC11285069

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