Anodic Oxidation of Iodobenzene and Iodobenzoic Acids in Acetic Acid Environment - Electrochemical Investigation and Density Functional Theory Study

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F21%3A43923129" target="_blank" >RIV/60461373:22310/21:43923129 - isvavai.cz</a>
Result on the web
<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/celc.202101040" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/celc.202101040</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/celc.202101040" target="_blank" >10.1002/celc.202101040</a>

Result language
angličtina
Original language name
Anodic Oxidation of Iodobenzene and Iodobenzoic Acids in Acetic Acid Environment - Electrochemical Investigation and Density Functional Theory Study
Original language description
Kinetic and mechanistic aspects of an anodic oxidation of iodobenzene and its selected derivatives leading to the corresponding iodosyl compounds, were investigated in anhydrous acidic acetic acid environment using boron-doped diamond electrode. The first electron removal leading to the formation of radical cation was identified as the rate determining step of the process. Oxidation potential values of the investigated compounds were rationalised by their solution phase ionisation energies (in conformation of the radical cations as products of the first electron removal), calculated by advanced DFT methods. Unexpectedly low oxidation potential of 2-iodobenzoic acid and its functional derivatives compared to iodobenzene, 3-iodo and 4-iodobenzoic acids was explained by decreased electron density at iodine atom leading to planar 2-iodobenzoic acid radical cation. This is connected with reordering of its frontier molecular orbitals compared to non-planar neutral molecule.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Project
<a href="/en/project/EF16_027%2F0008351" target="_blank" >EF16_027/0008351: ChemJets UCT Prague</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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