Abstrakt - Optimisation of Electrochemical Synthesis of Selected λ 3 -Iodanes in Flow Reactor

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F22%3A43925704" target="_blank" >RIV/60461373:22310/22:43925704 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Abstrakt - Optimisation of Electrochemical Synthesis of Selected λ 3 -Iodanes in Flow Reactor

Original language description

Hypevalent iodine compounds (iodanes) are selective oxidants used to oxidise alcohols to the corresponding ketones or aldehydes and in countless other applications. They are considered as non-toxic analogues of harmful oxidising agents containing heavy metal ions. Their another advantage is a high variability of the reaction output depending on the reaction conditions used. However, there is a general problem connected with production of these compounds, which includes handling of toxic and potentially hazardous substances such as Oxone® or other peroxo compounds, representing an issue especially on a larger scale [1]. This results in a high price of hypervalent iodine oxidants. From this point of view, electrochemical oxidation of iodobenzene derivatives represents an interesting alternative to chemical synthesis of these compounds. Several successful electrochemical syntheses, mainly in fluorinated alcohols have been reported in literature, as summarised in recent reviews [2, 3]. This applies especially to λ 3 -iodanes, containing trivalent iodine atom. However, fluorinated alcohols are toxic, and it would be beneficial to use more environmentally amenable solvents. Recently, it has been reported that synthesis of λ 3 -iodanes can be performed in non-aqueous H2SO4-CH3COOH solutions using boron doped diamond (BDD) anode in a batch reactor [4]. The aim of the present work was to further develop this process and to optimise the electrosynthesis of selected λ 3 -iodanes in a flow reactor (electrolyte solution composition, electrode potential) and separation of the products from the electrolyte solution. Amongst the studied substances were iodobenzene and (2-, 3-, 4-)iodobenzoic acid. Products of electrolysis were characterised by iodometric titration, mass spectrometry and NMR spectrometry. Details and results of the optimisation will be presented in this contribution.

Czech name

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Czech description

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Type

O - Miscellaneous

CEP classification

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OECD FORD branch

10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Project

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Continuities

O - Projekt operacniho programu

Publication year

2022

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů