Amidophosphine-stabilized palladium complexes catalyse Suzuki-Miyaura cross-couplings in aqueous media

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F16%3A39902115" target="_blank" >RIV/00216275:25310/16:39902115 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/aoc.3539" target="_blank" >http://dx.doi.org/10.1002/aoc.3539</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/aoc.3539" target="_blank" >10.1002/aoc.3539</a>

Result language
angličtina
Original language name
Amidophosphine-stabilized palladium complexes catalyse Suzuki-Miyaura cross-couplings in aqueous media
Original language description
We report a simple and efficient procedure for Suzuki-Miyaura reactions in aqueous media catalysed by amidophosphine-stabilized palladium complexes trans-{(LPPh2)-P-3}(2)PdCl2 (3), trans-{L(3)PPhtBu}(2)PdCl2 (4), [Pd(eta(3)-C3H5)((LPPh2)-P-3)Cl] (5) and {Pd[2-(Me2NCH2)C6H4]((LPPh2)-P-3)Cl} (6). The acidity of the NH proton in complexes 3-6 plays an important role in their catalytic activity. In addition, the palladium complexes cis-{(LPPh2)-P-1}PdCl2 (1) and trans-{(LPPh2)-P-2}(2)PdCl2 (2) stabilized by phosphines containing Y, C, Y-chelating ligands L-1,L-2 have also been found to be useful catalysts for Suzuki-Miyaura reactions in aqueous media. The method can be effectively applied to both activated and deactivated aryl bromides yielding high or moderate conversions. The catalytic activity of couplings performed in pure water increases when utilizing a Pd complex with more acidic NH protons. A decrease of palladium concentration from 1.0 to 0.5 mol% does not lead to a substantial loss of conversion. In addition, Pd complex 1 can be efficiently recovered using two-phase system extraction.
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/FR-TI4%2F177" target="_blank" >FR-TI4/177: New catalysts and their application to cross-coupling in green solvents</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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