Effects of the halogenido ligands on the Kumada-coupling catalytic activity of [Ni{tBuN(PPh2)2-κ2P}X2], X = Cl, Br, I, complexes
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F46747885%3A24530%2F22%3A00009651" target="_blank" >RIV/46747885:24530/22:00009651 - isvavai.cz</a>
Nalezeny alternativní kódy
RIV/00216208:11310/22:10448201
Výsledek na webu
<a href="http://pubs.rsc.org/en/content/articlepdf/2022/RA/D1RA04572E" target="_blank" >http://pubs.rsc.org/en/content/articlepdf/2022/RA/D1RA04572E</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d1ra04572e" target="_blank" >10.1039/d1ra04572e</a>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Effects of the halogenido ligands on the Kumada-coupling catalytic activity of [Ni{tBuN(PPh2)2-κ2P}X2], X = Cl, Br, I, complexes
Popis výsledku v původním jazyce
Novel nickel(ii) complexes bearing ((t)butyl)bis(diphenylphosphanyl)amine and different halogenido ligands, [Ni(P,P)X-2] = [Ni{(BuN)-Bu-t(PPh2)(2)-kappa P-2}X-2], (X = Cl, Br, I) are prepared, characterized by IR and NMR spectroscopy, mass spectrometry and X-ray crystallography, and tested as catalysts in the Kumada cross-coupling reaction of model substituted iodobenzenes and p-tolylmagnesium bromide. The data obtained together with DFT calculations indicate that these new catalysts operate in the Ni(i)-Ni(iii) mode. The highest catalytic activity and selectivity are exhibited by [Ni(P,P)Cl-2], which is most easily reduced by the used Grignard reagent to the Ni(i) state. This process is much more energy demanding in the case of the bromido and iodido complexes, causing the appearance of the induction period. [Ni(P,P)Cl-2] is also very active in the cross-couplings of substrates with iodine atoms sterically shielded by ortho substituents. The data obtained are in good accordance with the described positive effect of the increased electron-releasing power of N-substituents R ‘ on the overall catalytic performance of [Ni{R ‘ N(PPh2)(2)-kappa P-2}X-2] complexes.
Název v anglickém jazyce
Effects of the halogenido ligands on the Kumada-coupling catalytic activity of [Ni{tBuN(PPh2)2-κ2P}X2], X = Cl, Br, I, complexes
Popis výsledku anglicky
Novel nickel(ii) complexes bearing ((t)butyl)bis(diphenylphosphanyl)amine and different halogenido ligands, [Ni(P,P)X-2] = [Ni{(BuN)-Bu-t(PPh2)(2)-kappa P-2}X-2], (X = Cl, Br, I) are prepared, characterized by IR and NMR spectroscopy, mass spectrometry and X-ray crystallography, and tested as catalysts in the Kumada cross-coupling reaction of model substituted iodobenzenes and p-tolylmagnesium bromide. The data obtained together with DFT calculations indicate that these new catalysts operate in the Ni(i)-Ni(iii) mode. The highest catalytic activity and selectivity are exhibited by [Ni(P,P)Cl-2], which is most easily reduced by the used Grignard reagent to the Ni(i) state. This process is much more energy demanding in the case of the bromido and iodido complexes, causing the appearance of the induction period. [Ni(P,P)Cl-2] is also very active in the cross-couplings of substrates with iodine atoms sterically shielded by ortho substituents. The data obtained are in good accordance with the described positive effect of the increased electron-releasing power of N-substituents R ‘ on the overall catalytic performance of [Ni{R ‘ N(PPh2)(2)-kappa P-2}X-2] complexes.
Klasifikace
Druh
J<sub>imp</sub> - Článek v periodiku v databázi Web of Science
CEP obor
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OECD FORD obor
10400 - Chemical sciences
Návaznosti výsledku
Projekt
—
Návaznosti
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Ostatní
Rok uplatnění
2022
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
RSC Advances
ISSN
2046-2069
e-ISSN
—
Svazek periodika
12
Číslo periodika v rámci svazku
4
Stát vydavatele periodika
GB - Spojené království Velké Británie a Severního Irska
Počet stran výsledku
10
Strana od-do
2227-2236
Kód UT WoS článku
000742389300001
EID výsledku v databázi Scopus
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