Influence of Cu(II) Ions on the Mechanism of the Ring Transformation of S-(2-Oxotetrahydrofuran-3-yl)-N-(4-methoxyphenyl)isothiouronium Bromide

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F13%3A39896103" target="_blank" >RIV/00216275:25310/13:39896103 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/kin.20761" target="_blank" >http://dx.doi.org/10.1002/kin.20761</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/kin.20761" target="_blank" >10.1002/kin.20761</a>

Result language
angličtina
Original language name
Influence of Cu(II) Ions on the Mechanism of the Ring Transformation of S-(2-Oxotetrahydrofuran-3-yl)-N-(4-methoxyphenyl)isothiouronium Bromide
Original language description
The effect of additional Cu(II) ions on the rate of transformation of S-(2-oxotetrahydrofuran-3-yl)-N-(4-methoxyphenyl)isothiouronium bromide (1) into 5-(2-hydroxyethyl)-2-[(4-methoxyphenyl)imino]-1,3-thiazolidin-4-one (2) has been studied in aqueous buffer solutions. The reaction acceleration in acetate buffers is caused by the formation of a relatively weakly bonded complex (Kc = 600 L center dot mol1) of substrate with copper(II) acetate in which the Cu(II) ion acts as a Lewis acid coordinating the carbonyl oxygen and facilitating the intramolecular attack, leading to the formation of intermediate T +/-. The formation of the complex of copper(II) acetate with free isothiourea in the fast preequilibrium (Kc) is followed by the rate-limiting transformation (kCu) of this complex. At the high concentrations of the acetate anions, the reaction is retarded by the competitive reaction of these ions with copper(II) acetate to give an unreactive complex [Cu(OAc)4]2. The influence of Cu(II) i
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
<a href="/en/project/EE2.3.30.0021" target="_blank" >EE2.3.30.0021: Strenthening of Research and Development Teams at the University of Pardubice</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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