Synthesis of aromatic ketones by Suzuki-Miyaura cross-coupling of acyl chlorides with boronic acids mediated by palladium catalysts deposited over donor-functionalized silica gel

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F15%3A10293596" target="_blank" >RIV/00216208:11310/15:10293596 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1016/j.cattod.2014.06.017" target="_blank" >http://dx.doi.org/10.1016/j.cattod.2014.06.017</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.cattod.2014.06.017" target="_blank" >10.1016/j.cattod.2014.06.017</a>

Result language
angličtina
Original language name
Synthesis of aromatic ketones by Suzuki-Miyaura cross-coupling of acyl chlorides with boronic acids mediated by palladium catalysts deposited over donor-functionalized silica gel
Original language description
Immobilized palladium catalysts prepared by deposition of palladium(II) acetate over silica gel functionalized with Si(CH2)(3)NHCH2Y donor groups (Y= SMe (1), NMe2 (2), PPh2 (3)) efficiently mediate cross-coupling of benzoyl chloride with benzeneboronicacid and its derivatives possessing electron-donating substituents. The presence of electron-withdrawing groups at the benzene ring decreases the yield of the coupling product while aliphatic acyl chlorides such as PhCH2CH2COCl and t-BuCoCl provide the coupling products in only poor yields. The course of the coupling reaction is very sensitive to the reaction conditions, the best results being achieved with potassium carbonate sesquihydrate as the base in dry toluene. The catalysts, which serve as the source of active metal, gradually loose their activity due to metal leaching and, mainly, decomposition of the solid support presumably by the action of the strong base present in the reaction system.
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
CA - Inorganic chemistry
OECD FORD branch
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Project
<a href="/en/project/GA13-08890S" target="_blank" >GA13-08890S: Polar ferrocene amidophosphine ligands for catalytic applications</a><br>
Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

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

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