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Literatura académica sobre el tema "Couplages aryle-aryle"
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Tesis sobre el tema "Couplages aryle-aryle"
Chen, Donghuang. "Well-defined iron(II) catalysts for alkyl-aryl and alkyl-alkyl Suzuki-Miyaura and Kumada cross-couplings". Electronic Thesis or Diss., université Paris-Saclay, 2024. http://www.theses.fr/2024UPASF081.
Texto completoThis PhD research aims to achieve challenging C(sp³)-C(sp²) and C(sp³)-C(sp³) bond formations through Suzuki-Miyaura and Kumada cross-couplings using newly-designed iron-based catalysts, with an emphasis on their potential for synthetic applications. This work also focuses on achieving efficient and selective 1,2-dicarbofunctionalization of unactivated alkenes promoted by these catalysts. Chapter 1 primarily introduces the early discoveries of iron-mediated cross-couplings and the development of iron-based catalysts in Suzuki-Miyaura and Kumada cross-couplings, covering C(sp²)-C(sp²), C(sp²)-C(sp³), and C(sp³)-C(sp³) bond formations. The design of bespoke ligand and mechanistic investigations have played a crucial role in the development of this field. The following section introduces the state-of-the-art in earth-abundant metal-catalyzed 1,2-dicarbofunctionalization of olefins, highlighting strategies developed to overcome undesired side reactions. Chapter 2 covers the Suzuki-Miyaura reaction, which has gained widespread use due to its broad applicability, along with the stability, availability, and low toxicity of organoboron reagents. Most Suzuki-Miyaura couplings (SMC), both in academia and industry, are dominated by palladium and nickel catalysts. Recently, iron has garnered significant attentions due to its earth abundance and environmentally friendly nature. Despite the crucial role of iron in offering more sustainable catalysis for Suzuki-Miyaura coupling, iron-catalyzed SMC involving sp³-hybridized systems remains rare and faces significant scope limitations. This chapter reports on the development of a versatile, well-defined iron(II) catalyst that successfully facilitated C(sp3)-C(sp2) and C(sp3)-C(sp3) SMC of alkyl halide electrophiles with (hetero)aryl boronic esters and alkyl borane nucleophiles, respectively. These couplings were carried out under mild reaction conditions, exhibited broad functional group compatibility - including various medicinally important N-, O-, and S-based heterocycles. Primary, secondary alkyl halides (Br, Cl, I), and tertiary alkyl chlorides, as well as electron-neutral, electron-rich, and electron-poor boronic esters, alongside 1° and 2° alkyl boranes all were tolerated with high to excellent yields. Greener solvents were used in the synthesis of key intermediates relevant to pharmaceuticals and potential drug candidates with high yields, demonstrating significant potential for large-scale industrial production. Chapter 3 introduces the application of Suzuki-Miyaura cross-coupling in the three-component 1,2-alkylarylation of unactivated olefins, using a well-defined iron(II) catalyst. This method facilitates the formation of two carbon-carbon bonds in a single synthetic step and represents the first example of combining Suzuki-Miyaura cross-coupling and 1,2-functionalization of unactivated alkenes, selectively yielding the desired 1,2-alkylarylation product. Although the current methodology is limited by the requirement for an excess of olefins (10 equiv.) and electron-donating boronic esters, the use of boron reagents demonstrates a potential for broader synthetic applications. Chapter 4 extends the application of the iron(II) catalyst developed in Chapters 2 and 3, demonstrating its remarkable efficacy in catalyzing the Kumada cross-coupling reaction between C(sp³)-hybridized alkyl halides and either C(sp²)- or even C(sp³)-hybridized organomagnesium reagents under mild conditions. This achievement underscores the broad versatility of this catalyst in facilitating the coupling of diverse carbon centers, including both sp² and sp³ hybridizations, without requiring harsh conditions
Muller, Dominique. "Nouvelle voie d'accès à des biflavanoïdes par couplage catalytique aryle-aryle dissymétrique". Mulhouse, 1988. http://www.theses.fr/1988MULH0081.
Texto completoJullien, Arnaud. "Extension du couplage aryle-aryle de Suzuki : nouvelles conditions et synthèse parallèle". Caen, 2004. http://www.theses.fr/2004CAEN2054.
Texto completoMuller, Dominique. "Nouvelle voie d'accès à des biflavanoïdes par couplage catalytique aryle-aryle dissymétrique". Grenoble 2 : ANRT, 1988. http://catalogue.bnf.fr/ark:/12148/cb37617915s.
Texto completoZhou, Edouard. "Nouveaux systèmes catalytiques appliqués aux formations de liaisons C—C par couplage croisé catalysé par des sels de fer : applications, mécanismes". Thesis, Paris Sciences et Lettres (ComUE), 2018. http://www.theses.fr/2018PSLEC008.
Texto completoPoizat, Maël. "Nouvelles réactions de couplage décarboxylatif catalysées par des sels de cuivre et de palladium - Nouvelles réactions de couplage aryl-aryle catalysées par des sels de nickel et de manganèse". Paris 13, 2013. http://scbd-sto.univ-paris13.fr/secure/edgalilee_th_2013_poizat.pdf.
Texto completoThe copper-catalyzed decarboxylation of aromatic carboxylic acids has been advantageously achieved by using aliphatic amines like N,N,N’,N’-tetramethylethylenediamine (TMEDA) or hexamethylenetetramine (HMTA) as ligands instead of the aromatic heterocyclic amines (quinoline, phenanthroline) used until now. The improvement is significant since the reaction can be performed at a lower temperature (ca. 50 °C less) and the reaction time is clearly shorter. This new catalytic system was developed owing to a careful analysis of the reaction mechanism. The reaction conditions described herein also allow us to perform copper/palladium-catalyzed decarboxylative cross-coupling reactions between 120 to 140 °C instead of 170 °C. Thereby, biaryls and triarylethylenes compounds were obtained in good yields. Moreover, the multi-step synthesis of the anticancer agent (Z)-Tamoxifen was completed using a decarboxylative cross-coupling reaction as the key step. The results reported above could open the way to the development of low temperature procedures. It is worthy of note that, for large-scale applications, it is very advantageous to replace 1,10- phenanthroline by TMEDA which is clearly less expensive. A new reaction of demethylation-decarboxylation of o-methoxy aromatic carboxylic acids was also described. Finally, a cheap and user-friendly nickel/manganese catalytic system was developed for the efficient cross-coupling of functionalized aromatic chlorides with aromatic grignard reagents
RIGUET, ERIC. "Reaction de couplage aryl-aryle, entre un organometallique et un bromure ou un chlorure aromatique, catalysee par un complexe du palladium ou du nickel. Cyclisation stereoselective utilisant un nouveau systeme catalytique mn/cu". Paris 6, 1997. http://www.theses.fr/1997PA066715.
Texto completoKaya, Zeynep. "Controlled and localized synthesis of molecularly imprinted polymers for chemical sensors". Thesis, Compiègne, 2015. http://www.theses.fr/2015COMP2220.
Texto completoMolecularly imprinted polymers (MIPs), also referred to as plastic antibodies, are synthetic biomimetic receptors that are able to bind target molecules with similar affinity and specificity as natural receptors such as enzymes or antibodies. Indeed, MIPs are used as synthetic recognition elements in biosensors and biochips for the detection of small analytes and proteins. The molecular imprinting technique is based on the formation of specific recognition cavities in polymer matrices by a templating process at the molecular level. For sensor and biochip development, fast binding kinetics of the MIP for a rapid sensor response, the integration of the polymers with transducers, and a high sensitivity of detection are among the main challenges. In this thesis, the above issues are addressed by developing MIP/gold nanocomposites by grafting MIPs on surfaces, using dedicated techniques like atom transfer radical polymerization (ATRP) which is a versatile controlled radical polymerization (CRP) technique. Theses ophisticated CRP techniques, are able to greatly improve the polymeric materials. The use of ATRP in the MIP field has been limited so far due to its inherent incompatibility with acidic monomers like methacrylic acid (MAA), which is by far the most widely used functional monomer. Herein, a new method is described for the MIP synthesis through photo-initiated ATRP using fac-[Ir(ppy)3] as ATRP catalyst. The synthesis is possible at room temperature and is compatible with acidic monomers. This study considerably widens the range of functional monomers and thus molecular templates that can be used when MIPs are synthesized by ATRP. The proposed method was used for fabrication of hierarchically organised nanocomposites based on MIPs and nanostructured metal surfaces containing nanoholes or nanoislands, exhibiting plasmonic effects for signal amplification. The fabrication of nanometer scale MIP coatings localized on gold surface was demonstrated. Optical transduction methods, namely Localized Surface Plasmon Resonance (LSPR) and Surface Enhanced Raman Spectroscopy (SERS) were exploited and shown that they hold great promise for enhancing the limit of detection in sensing of biologically relevant analytes including proteins and the drug propranolol