Formation de liaison carbone-carbone par catalyse asymétrique á l'aide de bases organiques ou de complexes du palladium PDF Download
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Author: Axelle Hibon de Gournay
Publisher:
ISBN:
Category :
Languages : fr
Pages : 200
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Book Description
Author: Axelle Hibon de Gournay
Publisher:
ISBN:
Category :
Languages : fr
Pages : 200
Get Book Here
Book Description
Author: Axelle Hibon de Gournay
Publisher:
ISBN:
Category :
Languages : fr
Pages : 200
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Book Description
PREPARATION ET CYCLISATION ASYMETRIQUE, CATALYSEE PAR LA (-)-PROLINE, D'ALKYL-2 OXO-3' PENTYL-2 CYCLOPENTANEDIONES-1,3 ET CYCLOHEXANEDIONES-1,3. SELECTIVITE DANS L'ALLYLATION CATALYTIQUE DE COMPOSES DICARBONYLES PROCHIRAUX. ALLYLATION DE L'ACETYL-2 CYCLOHEXANONE DE FACON CATALYTIQUE ET ASYMETRIQUE PAR DES COMPLEXES DE PALLADIUM. MECANISME CATALYTIQUE D'ALLYLATION.
Author: Gilles Lefebvre
Publisher: Editions TECHNIP
ISBN: 9782710802044
Category : Catalysis
Languages : fr
Pages : 170
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Author: VALERIE.. MIEBACH
Publisher:
ISBN:
Category :
Languages : fr
Pages : 192
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Book Description
CE TRAVAIL EST CONSACRE A L'ETUDE DE L'ACTIVITE CATALYTIQUE DE COMPLEXES CATIONIQUES DU PALLADIUM DANS DES REACTIONS DE COUPLAGE CARBONE-CARBONE D'ALCENES FONCTIONNALISES OU NON. LE SYSTEME CATALYTIQUE, COMPOSE DE BIS(ACETYLACETONATO)PALLADIUM, DE L'ETHERATE DE L'ACIDE TETRAFLUOROBORIQUE ET D'UNE PHOSPHINE, GENERALEMENT LA TRIBUTYLPHOSPHINE, FORME DES COMPLEXES CATIONIQUES IN SITU. LA DIMERISATION DE L'ACRYLATE DE METHYLE EN HEXENEDIOATES DE METHYLE, CATALYSEE PAR CE SYSTEME, CONSTITUE UN ALTERNATIVE SEDUISANTE A LA PREPARATION DE L'ACIDE ADIPIQUE. AFIN D'OPTIMISER CETTE REACTION, DES ETUDES MECANISTIQUES PAR MARQUAGE ISOTOPIQUE ONT ETE EFFECTUEES. LE DEUTERIUM EST AINSI INTRODUIT SOIT DANS LE SYSTEME CATALYTIQUE AVEC UN ACIDE DEUTERIE, SOIT DANS L'ACRYLATE DE METHYLE LUI-MEME. LES SUBSTRATS DEUTERIES, 2-DEUTERIO-, 2,3-DIDEUTERIO- ET 3,3-DIDEUTERIO-ACRYLATES DE METHYLE ONT ETE SYNTHETISES ET MIS EN JEU EN CATALYSE. LES RESULTATS DE L'ANALYSE DE RMN DES DIMERES RELATIFS A L'ACIDE ET AUX SUBSTRATS DEUTERIES PERMETTENT D'ELIMINER UN DES MODES D'ACTIVATION POSSIBLES : L'HYDROPALLADATION. ILS PLAIDENT EN FAVEUR D'UNE ACTIVATION DU SUBSTRAT PAR COUPLAGE OXYDANT ET CREATION D'UN PALLADA(IV)CYCLOPENTANE CHARGE COMME INTERMEDIAIRE. DE PLUS, LE MARQUAGE AU DEUTERIUM PROUVE L'ISOMERISATION DE LA DOUBLE LIAISON DANS LES DIMERES FORMES, AVEC UN EFFET ISOTOPIQUE EGAL A DEUX. L'EFFICACITE EN DIMERISATION DU SYSTEME CATALYTIQUE NOUS A INCITE A ETUDIER SES PERFORMANCES VIS-A-VIS DE MILIEUX COMPOSES DE DEUX ALCENES DIFFERENTS DONT L'UN EST L'ACRYLATE DE METHYLE. IL APPARAIT ACTIF EN CODIMERISATION DE 1,3-DIENES, TELS QUE LE BUTADIENE ET L'ISOPRENE AVEC LE METHACRYLATE OU L'ACRYLATE DE METHYLE, EN POLYMERISATION D'OLEFINES CYCLIQUES TELLES QUE LE NORBORNENE ET LE NORBORNADIENE ET EN COPOLYMERISATION DES OLEFINES CYCLIQUES AVEC LE MONOXYDE DE CARBONE. L'EFFET DE COMPLEXES MONO- OU DICATIONIQUES, AINSI QUE DU RAPPORT PHOSPHORE/PALLADIUM A ETE ETUDIE AFIN D'OPTIMISER LES RENDEMENTS.
Author: Andrei K. Yudin
Publisher: John Wiley & Sons
ISBN: 3527633405
Category : Science
Languages : en
Pages : 541
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Book Description
Written by an experienced editor widely acclaimed within the scientific community, this book covers everything fromo9xygen to nitrogen functionalities. From the contents: Palladium-Catalyzed Syntheses of Five-Member Saturated Heterocyclic and of Aromatic Heterodynes Palladium-Catalysis for Oxidative 1, 2-Difunctionalization of Alkenes Rhodium-Catalyzed Amination of C-H-Bonds Carbon-Heteroatom Bond Formation by RH(I)-Catalyzed Ring-Opening Reactions Transition Metal-Catalyzed Synthesis of Lactones and of Monocyclic and Fused Five-Membered Aromatic heterocycles the Formation of Carbon-Sulfur and Carbon-Selenium bonds by Substitution and Addition reactions catalyzed by Transition Metal Complexes New Reactions of Copper Acetylides Gold Catalyzed Addition of Nitrogen, Sulfur and Oxygen Nucleophiles to C-C Multiple Bonds. The result is an indispensable source of information for the Strategic Planning of the Synthetic routes for organic, catalytic and medicinal chemists, as well as chemists in industry.
Author: G. Pattenden
Publisher: Elsevier
ISBN: 008091246X
Category : Science
Languages : en
Pages : 1209
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Book Description
Volume 3 covers carbon-to-carbon single bond forming reactions involving sp3, sp2 and sp carbon centers, but only those which do not involve additions to C-X &pgr;-bonds. The volume first compares and contrasts the alkylation reactions of all types of sp3 carbon nucleophiles and also covers vinyl and alkynyl carbanions. Following on from Volume 2, a separate section covers Friedel-Crafts alkylation reactions, which is complemented by discussions of polyene cyclizations and electrophilic transannular cyclizations in synthesis. Coupling reactions leading to &agr;-bond formation, and involving all types of combinations ofsp3, sp2 and sp carbon centers are next covered, including those reactions based on pinacol, acyloin and phenol oxidative coupling reactions, and also the Kolbe reaction. Rearrangement reactions, leading to carbon-to-carbon &agr;-bond formation, are often used in a clever manner in synthesis. The volume includes all those rearrangement reactions based on intermediate carbonium ions and carbanions, and also includes the benzil-benzilic acid and the Wolff rearrangements. The volume closes with coverage of carbonylation reactions, and the use of carbene insertion reactions into the C-H bond in synthesis.
Author: Michel Tabart
Publisher:
ISBN:
Category :
Languages : fr
Pages : 181
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Book Description
ACTIVITE, POUR LA REACTION DE MICHAEL, DE COMPLEXES CHIRAUX DE NICKEL II, LANTHANIDES, TITANE. ETUDE EN TRANSFERT DE PHASE LIQUIDE-SOLIDE. CES CATALYSEURS PEUVENT ETRE UTILISES POUR D'AUTRES REACTIONS. PREPARATION ET ACTIVITE POUR LA REACTION DE DIELS-ALDER, D'UN RADICAL TRIARYLAMMONIUM, MAIS DES ACIDES DE LEWIS CHIRAUX SONT PLUS EFFICACES
Author: Sophie Rousseaux
Publisher:
ISBN:
Category : Arylation
Languages : en
Pages :
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Book Description
Palladium-catalyzed reactions for carbon-carbon bond formation have had a significant impact on the field of organic chemistry in recent decades. Illustrative is the 2010 Nobel Prize, awarded for "palladium-catalyzed cross couplings in organic synthesis", and the numerous applications of these transformations in industrial settings. This thesis describes recent developments in C(sp2)-C(sp3) bond formation, focusing on alkane arylation reactions and arylative dearomatization transformations. In the first part, our contributions to the development of intramolecular C(sp3)-H arylation reactions from aryl chlorides are described (Chapter 2). The use of catalytic quantities of pivalic acid was found to be crucial to observe the desired reactivity. The reactions are highly chemoselective for arylation at primary aliphatic C-H bonds. Theoretical calculations revealed that C-H bond cleavage is facilitated by the formation of an agostic interaction between the palladium centre and a geminal C-H bond. In the following section, the development of an alkane arylation reaction adjacent to amides and sulfonamides is presented (Chapter 3). The mechanism of C(sp3)-H bond cleavage in alkane arylation reactions is also addressed through an in-depth experimental and theoretical mechanistic study. The isolation and characterization of an intermediate in the catalytic cycle, the evaluation of the roles of both carbonate and pivalate bases in reaction mechanism as well as kinetic studies are reported. Our serendipitous discovery of an arylation reaction at cyclopropane methylene C-H bonds is discussed in Chapter 4. Reaction conditions for the conversion of cyclopropylanilines to quinolines/tetrahydroquinolines via one-pot palladium(0)-catalyzed C(sp3)-H arylation with subsequent oxidation/reduction are described. Initial studies are also presented, which suggest that this transformation is mechanistically unique from other Pd catalyzed cyclopropane ring-opening reactions. Preliminary investigations towards the development of an asymmetric alkane arylation reaction are highlighted in Chapter 5. Both chiral carboxylic acid additives and phosphine ligands have been examined in this context. While high yields and enantiomeric excesses were never observed, encouraging results have been obtained and are supported by recent reports from other research groups. Finally, in part two, the use of Pd(0)-catalysis for the intramolecular arylative dearomatization of phenols is presented (Chapter 7). These reactions generate spirocyclohexadienones bearing all-carbon quaternary centres in good to excellent yields. The nature of the base, although not well understood, appears to be crucial for this transformation. Preliminary results in the development of an enantioselective variant of this transformation demonstrate the influence of catalyst activation on levels of enantiomeric excess.
Author: Rui Shang
Publisher: Springer
ISBN: 9811031932
Category : Science
Languages : en
Pages : 225
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Book Description
This thesis presents the latest developments in new catalytic C–C bond formation methods using easily accessible carboxylate salts through catalytic decarboxylation with good atom economy, and employing the sustainable element iron as the catalyst to directly activate C–H bonds with high step efficiency. In this regard, it explores a mechanistic understanding of the newly discovered decarboxylative couplings and the catalytic reactivity of the iron catalyst with the help of density functional theory calculation. The thesis is divided into two parts, the first of which focuses on the development of a series of previously unexplored, inexpensive carboxylate salts as useful building blocks for the formation of various C–C bonds to access valuable chemicals. In turn, the second part is devoted to several new C–C bond formation methodologies using the most ubiquitous transition metal, iron, as a catalyst, and using the ubiquitous C–H bond as the coupling partner.
Author: PIERRE.. LOHNER
Publisher:
ISBN:
Category :
Languages : fr
Pages : 150
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Book Description
NOUS AVONS ETENDU L'INSERTION DES METALLA-ALKYLIDYNES DE FISCHER DANS LA LIAISON CARBONE-PALLADIUM DE COMPLEXES CYCLOPALLADES DU PALLADIUM (II) A DES COMPLEXES COMPORTANT UNE LIAISON METHYL-PALLADIUM. LA REACTION CONDUIT EFFECTIVEMENT A LA FORMATION D'UNE LIAISON CARBONE-CARBONE ET UNE NOUVELLE FAMILLE DE COMPLEXES MU-ALKYLIDENES PD-MO A ETE OBTENUE. CES COMPOSES HETERODIMETALLIQUES PRESENTENT DES PROPRIETES PARTICULIERES TELLES QUE LEUR FLUXIONNALITE OBSERVEE PAR RESONANCE MAGNETIQUE NUCLEAIRE. PARTANT DE TANTALA-ALKYLIDENES DE SCHROCK ET DE COMPLEXES ORGANOMETALLIQUES DU PALLADIUM (II) LA REACTION D'INSERTION N'EST PAS OBSERVEE. PAR CONTRE NOUS OBTENONS DES COMPLEXES HETERODIMETALLIQUES PD-TA MU-ALKYLIDENES DONT LA STRUCTURE A ETE ETABLIE PAR DIFFRACTION DES RAYONS X. LE CUR BIMETALLIQUE DE CES COMPOSES PRESENTE UNE STRUCTURE PAPILLON TOUT A FAIT ORIGINALE. CES COMPLEXES CONSTITUENT UNE NOUVELLE FAMILLE DE COMPOSES A PONT ALKYLIDENE. L'ETUDE DE LA REACTIVITE DE CES COMPOSES A MONTRE QU'ILS PRESENTENT UNE REACTIVITE COMPARABLE A CELLE DES REACTIFS DE TEBBE (OLEFINATION DE FONCTIONS CARBONYLE). LA STABILITE DE L'ALKYLIDENE EST ACCRUE EN PRESENCE DU FRAGMENT CYCLOPALLADE PAR COMPLEXATION DE CE FRAGMENT AU PALLADIUM, INTERACTION DE MEME NATURE QUE LA COORDINATION DES OLEFINES A UN METAL. DANS LA REACTION D'OLEFINATION, BIEN QUE LES COMPOSES MU-ALKYLIDENES SE REVELENT MOINS REACTIFS QUE L'ALKYLIDENE LIBRE, LEUR STABILITE CHIMIQUE PERMET PAR CONTRE DES CONVERSIONS QUANTITATIVES D'ALDEHYDES ET DE CETONES EN OLEFINES. DANS LA REACTION AVEC UN ALKYLZINC, IL NOUS A ETE POSSIBLE D'ISOLER UN COMPLEXE MU-ALKYLIDENE MONOALKYLE DU TANTALE QUI EST UN INTERMEDIAIRE POSTULE DANS LA FORMATION DE TANTALA-ALKYLIDYNES A PARTIR DE TANTALA-ALKYLIDENES NON COMPLEXES PAR LE PALLADIUM. UNE INTERACTION INTRAMOLECULAIRE C-H...PD A ETE MISE EN EVIDENCE DANS LE COMPOSE MU-ALKYLIDENE
