0000000001320420
AUTHOR
Mélanie Platon
showing 8 related works from this author
Etherification of Functionalized Phenols with Chloroheteroarenes at Low Palladium Loading: Theoretical Assessment of the Role of Triphosphane Ligands…
2011
The present study highlights the potential of robust tridentate ferrocenylphosphanes with controlled conformation as catalytic auxiliaries in CO bond formation reactions. Air-stable palladium triphosphane systems are efficient for selective heteroaryl ether synthesis by using as little as 0.2 mol% of catalyst. These findings represent an economically attractive and clean etherification of functionalized phenols, electron-rich, electron-poor and para-, meta- or ortho-substituted substrates, with heteroaryl chlorides, including pyridines, hydroxylated pyridine, pyrimidines and thiazole. The etherification tolerates very important functions in various positions, such as cyano, methoxy, amino, …
Palladium-catalyzed formation of secondary and tertiary amines from aryl dihalides with air-stable ferrocenyl tri- and diphosphines: Synthesis and X-…
2014
Abstract Robust, air-stable tridentate and bidentate ferrocenylphosphines 1,2-bis(diphenylphosphino)-1′-(diisopropylphosphino)-4-tert-butylferrocene, L5, and 1,1′-bis(diisopropylphosphino)-3,3′-bis(tert-butyl)ferrocene, L9, combined with 1 mol% of [PdCl(η3-C3H5)]2 led to two new catalytic systems which allow the coupling of aniline derivatives with mono- and dihaloarenes to form functionalized diarylamines and triarylamines. The excellent selectivity of the reactions avoids the deleterious dehalogenation of the substrates and products. The X-ray structure characterization of the related complex [PdCl2(L9)] is reported in which ligand L9 in its meso form is significantly distorted.
Progress in palladium-based catalytic systems for the sustainable synthesis of annulated heterocycles: a focus on indole backbones
2012
BIOVERT+LDJ; A survey highlighting the most recent palladium catalytic systems produced and their performances for progress in direct synthesis of indole backbones by heterocarbocyclization of reactive substrates is provided. The discussion is developed in relation with the principles of sustainable chemistry concerning atom and mass economy. In this respect, the general convergent character of the syntheses is of particular interest (one-pot, domino, cascade or tandem reactions), and the substrates accessibility and reactivity, together with the final waste production, are also important. This critical review clearly indicates that the development of ligand chemistry, mainly phosphines and…
ChemInform Abstract: Thioetherification of Chloroheteroarenes: A Binuclear Catalyst Promotes Wide Scope and High Functional-Group Tolerance.
2015
The nucleophilic substitution of a variety of chloro- and bromohetarenes with arylthiols is optimized to use [PdCl(allyl)]2 in combination with a ferrocenyltetraphosphane as ligand.
ChemInform Abstract: Progress in Palladium-Based Catalytic Systems for the Sustainable Synthesis of Annulated Heterocycles: A Focus on Indole Backbon…
2012
A survey highlighting the most recent palladium catalytic systems produced and their performances for progress in direct synthesis of indole backbones by heterocarbocyclization of reactive substrates is provided. The discussion is developed in relation with the principles of sustainable chemistry concerning atom and mass economy. In this respect, the general convergent character of the syntheses is of particular interest (one-pot, domino, cascade or tandem reactions), and the substrates accessibility and reactivity, together with the final waste production, are also important. This critical review clearly indicates that the development of ligand chemistry, mainly phosphines and carbenes, in…
Palladium C–N bond formation catalysed by air-stable robust polydentate ferrocenylphosphines: a comparative study for the efficient and selective cou…
2014
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 fo…
Thioetherification of Chloroheteroarenes: A Binuclear Catalyst Promotes Wide Scope and High Functional-Group Tolerance
2014
A constrained binuclear palladium catalyst system affords selective thioetherification of a wide range of functionalized arenethiols with chloroheteroaromatic partners with the highest turnover numbers (TONs) reported to date and tolerates a large variety of reactive functions. The scope of this system includes the coupling of thiophenols with six- and five-membered 2-chloroheteroarenes (i.e., functionalized pyridine, pyrazine, quinoline, pyrimidine, furane, and thiazole) and 3-bromoheteroarenes (i.e., pyridine and furane). Electron-rich congested thiophenols and fluorinated thiophenols are also suitable partners. The coupling of unprotected amino-2-chloropyridines with thiophenol and the s…
CCDC 902497: Experimental Crystal Structure Determination
2014
Related Article: Mélanie Platon, Novi Wijaya, Vincent Rampazzi, Luchao Cui, Yoann Rousselin, Mark Saeys, Jean-Cyrille Hierso|2014|Chem.-Eur.J.|20|12584|doi:10.1002/chem.201403337