Two-phase Oxidations with Aqueous Hydrogen Peroxide Catalysed by Amphiphilic Pyridinium and Diazinium Salts

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F15%3A43900599" target="_blank" >RIV/60461373:22310/15:43900599 - isvavai.cz</a>
Result on the web
<a href="http://onlinelibrary.wiley.com/doi/10.1002/adsc.201500687/epdf" target="_blank" >http://onlinelibrary.wiley.com/doi/10.1002/adsc.201500687/epdf</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/adsc.201500687" target="_blank" >10.1002/adsc.201500687</a>

Result language
angličtina
Original language name
Two-phase Oxidations with Aqueous Hydrogen Peroxide Catalysed by Amphiphilic Pyridinium and Diazinium Salts
Original language description
Amphiphilic pyridinium and diazinium salts were shown to be effective catalysts in two-phase (water/chloroform or water/dichloromethane) sulfoxidations and N-oxidations with hydrogen peroxide under mild conditions. This unprecedented oxidation method utilizes covalent bonding of hydrogen peroxide to a simple pyridinium or diazinium nucleus to increase the lipophilicity of the hydroperoxide species and to subsequently activate it for oxidations in a non-polar medium. The catalytic efficiency was found todepend on the type of heteroarenium core and on the lipophilicity of the catalyst. Five series of heteroarenium catalysts were prepared and investigated: 1-Alkyl-3,5-dicyanopyridinium, 1-alkyl-3,5-dinitropyridinium, 1-alkyl-3-cyanopyrazinium, 1-alkyl-4-cyanopyrimidinium and 1-alkyl-4-(trifluoromethyl)pyrimidinium triflates (alkyl = butyl, hexyl, octyl, decyl, dodecyl and hexadecyl). Among them, the 1-octyl-3,5-dinitropyridinium and 1-decyl-4-(trifluoromethyl)pyrimidinium triflates were
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/GAP207%2F12%2F0447" target="_blank" >GAP207/12/0447: Organocatalytic stereoselective oxidations using heterocyclic hydroperoxides</a><br>
Continuities
S - Specificky vyzkum na vysokych skolach

Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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