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Palladium C–N bond formation catalysed by air-stable robust polydentate ferrocenylphosphines: a comparative study for the efficient and selective coupling of aniline derivatives to dichloroarene
| Content Provider | Semantic Scholar |
|---|---|
| Author | Platon, Mélanie Roger, Julien Royer, Sylviane Hierso, Jean-Cyrille |
| Copyright Year | 2014 |
| Abstract | The arylation of aniline derivatives with dichloroarenes under a low palladium content (below the currently used 5 to 10 mol%) was studied using nine different ferrocenylphosphine ligands, including the easily accessible 1,1′-bis(diphenylphosphino)ferrocene, DPPF. The electron-enriched air-stable tridentate ferrocenylpolyphosphine 1,2-bis(diphenylphosphino)-1′-(diisopropylphosphino)-4-tert-butylferrocene, L5, employed in 2 mol% in combination with 1 mol% [PdCl(η3-C3H5)]2 allows an efficient and selective coupling, while such demanding substrates currently induce chloroarene homocoupling and/or dehalogenation processes. The scope and limitation of the optimized system are explored, with a focus on electron-poor fluoroanilines (deactivated nucleophiles) and electron-rich methylated and methoxylated dichlorobenzenes (deactivated electrophiles). |
| Starting Page | 2072 |
| Ending Page | 2080 |
| Page Count | 9 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/C4CY00151F |
| Volume Number | 4 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/cy/c4/c4cy00151f/c4cy00151f1.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/C4CY00151F |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |