Effects of the halogenido ligands on the Kumada-coupling catalytic activity of [Ni{tBuN(PPh2)2-κ2P}X2], X = Cl, Br, I, complexes

Result code in 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>
Alternative codes found
RIV/00216208:11310/22:10448201
Result on the web
<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>

Result language
angličtina
Original language name
Effects of the halogenido ligands on the Kumada-coupling catalytic activity of [Ni{tBuN(PPh2)2-κ2P}X2], X = Cl, Br, I, complexes
Original language description
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.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10400 - Chemical sciences

Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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