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231225s2021 xx |||||o 00| ||eng c |
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|a 10.1021/acs.organomet.1c00280
|2 doi
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|a pubmed24n1094.xml
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|a eng
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| 100 |
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|a Greaves, Megan E
|e verfasserin
|4 aut
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| 245 |
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|a The Effect of Added Ligands on the Reactions of [Ni(COD)(dppf)] with Alkyl Halides
|b Halide Abstraction May Be Reversible
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|c 2021
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
|b c
|2 rdamedia
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| 338 |
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|a ƒa Online-Ressource
|b cr
|2 rdacarrier
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| 500 |
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|a Date Revised 24.07.2021
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|a published: Print-Electronic
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|a Citation Status PubMed-not-MEDLINE
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|a © 2021 The Authors. Published by American Chemical Society.
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|a The reactions of dppf-nickel(0) with alkyl halides proceed via three-coordinate nickel(0) intermediates of the form [Ni(dppf)(L)]. The effects of the identity of the added ligand (L) on catalyst speciation and the rates of reactions of [Ni(COD)(dppf)] with alkyl halides have been investigated using kinetic experiments and density functional theory calculations. A series of monodentate ligands have been investigated in attempts to identify trends in reactivity. Sterically bulky and electron-donating ligands are found to decrease the reaction rate. It was found that (i) the halide abstraction step is not always irreversible and the subsequent recombination of a nickel(I) complex with an alkyl halide can have a significant effect on the overall rate of the reaction and (ii) some ligands lead to very stable [Ni(dppf)(L)2] species. The yields of prototypical (dppf)nickel-catalyzed Kumada cross-coupling reactions of alkyl halides are significantly improved by the addition of free ligands, which provides another important variable to consider when optimizing nickel-catalyzed reactions of alkyl halides
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|a Journal Article
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|a Ronson, Thomas O
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Maseras, Feliu
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Nelson, David J
|e verfasserin
|4 aut
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| 773 |
0 |
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|i Enthalten in
|t Organometallics
|d 1998
|g 40(2021), 12 vom: 28. Juni, Seite 1997-2007
|w (DE-627)NLM098167103
|x 0276-7333
|7 nnns
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| 773 |
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|g volume:40
|g year:2021
|g number:12
|g day:28
|g month:06
|g pages:1997-2007
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|u http://dx.doi.org/10.1021/acs.organomet.1c00280
|3 Volltext
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|d 40
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|h 1997-2007
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