Cross-Coupling

Distribution by Scientific Domains
Distribution within Chemistry

Kinds of Cross-Coupling

  • Catalyze Cross-Coupl
  • Copper-Catalyze Cross-Coupl
  • Palladium-Catalyze Cross-Coupl
  • Pd-Catalyze Cross-Coupl
  • efficient Cross-Coupl
  • miyaura Cross-Coupl
  • oxidative Cross-Coupl
  • stille Cross-Coupl
  • suzuki Cross-Coupl

  • Terms modified by Cross-Coupling

  • Cross-Coupl reaction
  • Cross-Coupl reaction Catalyze
  • Cross-Coupl strategy

  • Selected Abstracts


    Kinetic Studies of the Oxidative Addition and Transmetallation Steps Involved in the Cross-Coupling of Alkynyl Stannanes with Aryl Iodides Catalysed by ,2 -(Dimethyl fumarate)(iminophosphane)palladium(0) Complexes

    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, Issue 4 2004
    Bruno Crociani
    Abstract The complexes [Pd(,2 -dmfu)(P,N)] {dmfu = dimethyl fumarate; P,N = 2-(PPh2)C6H4,1-CH=NR, R = C6H4OMe-4 (1a), CHMe2 (2a), C6H3Me2 -2,6 (3a), C6H3(CHMe2)2 -2,6 (4a)} undergo dynamic processes in solution which consist of a P,N ligand site exchange through initial rupture of the Pd,N bond at lower energy and an olefin dissociation-association at higher energy. According to equilibrium constant values for olefin replacement, the complex [Pd(,2 -fn)(P,N)] (fn = fumaronitrile, 1b) has a greater thermodynamic stability than its dmfu analogue 1a. The kinetics of the oxidative addition of ArI (Ar = C6H4CF3 -4) to 1a and 2a lead to the products [PdI(Ar)(P,N)] (1c, 2c) and obey the rate law, kobs = k1A + k2A[ArI]. The k1A step involves oxidative addition to a reactive species [Pd(solvent)(P,N)] formed from dmfu dissociation. The k2A step is better interpreted in terms of oxidative addition to a species [Pd(,2 -dmfu)(solvent)(,1 -P,N)] formed in a pre-equilibrium step from Pd,N bond breaking. The complexes 1c and 2c react with PhC,CSnBu3 in the presence of an activated olefin (ol = dmfu, fn) to yield the palladium(0) derivatives [Pd(,2 -ol)(P,N)] along with ISnBu3 and PhC,CAr. The kinetics of the transmetallation step, which is rate-determining for the overall reaction, obey the rate law: kobs = k2T[PhC,CSnBu3]. The k2T values are markedly enhanced in more polar solvents such as CH3CN and DMF. The solvent effect and the activation parameters suggest an associative SE2 mechanism with substantial charge separation in the transition state. The kinetic data of the above reactions in various solvents indicate that, for the cross-coupling of PhC,CSnBu3 with ArI catalysed by 1a or 2a, the rate-determining step is represented by the oxidative addition and that CH3CN is the solvent in which the highest rates are observed. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) [source]


    Biaryl Peptides from 4-Iodophenylalanine by Solid-Phase Borylation and Suzuki,Miyaura Cross-Coupling

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 8 2010
    Ana Afonso
    Abstract Resin-bound phenylalanine boronates were prepared by solid-phase Miyaura borylation of 4-iodophenylalanine peptides. Subsequent arylation through a Suzuki,Miyaura cross-coupling was carried out using a variety of aryl halides under conventional heating and under microwave irradiation. Microwaves greatly enhanced the arylation, shortening thereaction time and providing the biaryl peptides in higherpurities. [source]


    Titanocene(II)-Promoted Cross-Coupling of Unsaturated Compounds

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 4 2006
    Akitoshi Ogata
    Abstract Vinyl pivalate in the presence of the titanocene(II) reagent Cp2Ti[P(OEt)3]2 reacts both with nonpolar C,C triple bonds and with polar C=O double bonds, to produce conjugated dienes and allylic alcohols, respectively. Similar alkenylation also takes place when (Z)-alkenyl sulfones are treated with alkynes and carbonyl compounds. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) [source]


    Palladium-Mediated 11C-Carbonylative Cross-Coupling of Alkyl/Aryl Iodides with Organostannanes: An Efficient Synthesis of Unsymmetrical Alkyl/Aryl [11C- carbonyl]Ketones

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 11 2005
    Farhad Karimi
    Abstract [11C]Carbon monoxide in low concentration, palladium complexes, alkyl/aryl iodides, and organostannanes are utilized in the synthesis of twenty alkyl [carbonyl- 11C]ketones. The activated palladium(0) species [Pd{P(o -Tol)3}2] was generated in situ from tris(dibenzylideneacetone)palladium(0) [Pd2(dba)3] and a large excess of tri- o -tolylphosphane [P(o -Tol)3]. The Stille coupling reactions were performed in a micro-autoclave system. Radiochemical yields of 11C-labelled alkyl/aryl ketones were in the range of 37,98,% with specific radioactivity up to 300 GBq,,mol,1. Using this method, 4'-aminoacetophen[13C- arbonyl)one 6 was synthesised in order to confirm the position of labelling (, = 196.7 ppm, CDCl3). The presented approach is an efficient way for synthesising 11C-labelled alkyl/aryl ketones with acceptable radiochemical yield and is generally applicable in 13C-labelling syntheses. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]


    Synthesis of 2-Aryl- and 2-Heteroaryl-3,5-dimethoxy-1,4-benzoquinones Involving Pd-Catalyzed Cross-Coupling of (2,3,4,6-Tetramethoxyphenyl)boronic Acid

    HELVETICA CHIMICA ACTA, Issue 7 2004
    José Leão, Lana
    A series of 2-aryl- and 2-heteroaryl-substituted 3,5-dimethoxy-1,4-benzoquinones (compounds 27,36) have been synthesized by cross-coupling of (2,3,4,6-tetramethoxyphenyl)boronic acid (2) with aromatic bromides or iodides in the presence of [Pd0(Ph3)4] and Na2CO3, followed by AgO-promoted oxidation of the resulting biaryl compounds 17,26. [source]


    Extremely Efficient Cross-Coupling of Benzylic Halides with Aryltitanium Tris(isopropoxide) Catalyzed by Low Loadings of a Simple Palladium(II) Acetate/Tris(p -tolyl)phosphine System

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 10 2010
    Chi-Ren Chen
    Abstract Highly efficient coupling reactions of benzylic bromides or chlorides with aryltitanium tris(isopropoxide) [ArTi(O- i- Pr)3] catalyzed by a simple palladium(II) acetate/tris(p -tolyl)phosphine [Pd(OAc)2/ P(p -tolyl)3] system are reported. The coupling reactions proceed in general at room temperature employing low catalyst loadings of 0.02 to 0.2,mol%, affording coupling products in excellent yields of up to 99%. For benzylic bromides bearing strong electron-withdrawing cyano (CN) or trifluoromethyl (CF3) substituents, the reactions require a higher catalyst loading of 1,mol%, or the reactions are carried out at 60,°C. The catalytic system also tolerates (1-bromoethyl)benzene bearing ,-hydrogen atoms while using a catalyst loading of 1,mol% to afford the coupling product in a 70% yield. [source]


    Resorcin[4]arene-Derived Mono- and Diphosphines in Suzuki Cross-Coupling

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 5 2010
    Hani El Moll
    Abstract Three resorcin[4]arene cavitands (1,3) having either one or two resorcinolic C-2 atoms substituted by a CH2PPh2 podand arm were assessed in the Suzuki arylation of aryl bromides with phenylboronic acid. Using P:Pd ratios of 2:1 and operating in dioxane at 100,°C with a catalyst loading of 0.001,mol% resulted in highly efficient catalytic systems. For example, TOFs up to 34570 mol(converted ArBr),mol(Pd),1,h,1 were obtained with the proximally-disubstituted cavitand 3 when using 4-bromotoluene as substrate. The performance was shown to vary in the following order: monophosphine 1[source]


    Ligand-Free and Heterogeneous Palladium on Carbon-Catalyzed Hetero-Suzuki,Miyaura Cross-Coupling

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 4 2010
    Yoshiaki Kitamura
    Abstract A ligand-free and heterogeneous palladium on carbon (Pd/C)-catalyzed hetero-Suzuki,Miyaura coupling reaction has been developed. The protocol enables the construction of both heterocyclic-alicyclic and heterocyclic-heterocyclic biaryl derivatives in good to excellent yields. Furthermore, Pd/C could be reused. The time-course study clarified that palladium was leached into the reaction media as the reaction proceeded and then completely deposited on the carbon support. [source]


    Preparation of Arylphosphonates by Palladium(0)-Catalyzed Cross-Coupling in the Presence of Acetate Additives: Synthetic and Mechanistic Studies

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 18 2009
    Marcin Kalek
    Abstract An efficient protocol for the synthesis of arylphosphonate diesters via a palladium-catalyzed cross-coupling of H-phosphonate diesters with aryl electrophiles, promoted by acetate ions, was developed. A significant shortening of the cross-coupling time in the presence of the added acetate ions was achieved for bidentate and monodentate supporting ligands, and for different aryl electrophiles (iodo, bromo and triflate derivatives). The reaction conditions were optimized in terms of amount of the catalyst, supporting ligands, and source of the acetate ion used. Various arylphosphonates, including those of potential biological significance, were synthesized using this newly developed protocol. Some mechanistic aspects of the investigated reactions are also discussed. [source]


    Synthesis of 2,3-Diarylbenzo[b]thiophenes via Nickel-Catalyzed Suzuki,Miyaura Cross-Coupling and Palladium-Catalyzed Decarboxylative Arylation

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 16 2009
    Mitsuru Miyasaka
    Abstract We report a new approach to 2,3-diarylbenzo[b]thiophenes based on the nickel-catalyzed Suzuki,Miyaura cross-coupling/palladium-catalyzed decarboxylative arylation sequence of 3-chloro-2-methoxycarbonylbenzo[b]thiophenes, which are readily accessible from the corresponding cinnamic acids. In addition, this methodology can be applied to the concise synthesis of ,-extended 2,3,6,7-tetraarylbenzo[1,2- b;4,5- b,]dithiophenes. Their optical properties are also described. [source]


    Direct B -Alkyl Suzuki,Miyaura Cross-Coupling of Trialkyl- boranes with Aryl Bromides in the Presence of Unmasked Acidic or Basic Functions and Base-Labile Protections under Mild Non-Aqueous Conditions

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 3 2009
    Bing Wang
    Abstract An efficient and chemoselective palladium-catalyzed direct B -alkyl Suzuki,Miyaura cross-coupling of trialkylboranes with diversely functionalized aryl bromides is described. A wide variety of unmasked acidic or basic functions are tolerated. The mild non-aqueous conditions are compatible with aldehydes, ketones, nitriles, chloro substitution as well as base-labile phenolic Piv and TBS protecting groups. The anhydrous conditions were found to be advantageous for aryl bromide substrates. A potent CEPT inhibitor was efficiently synthesised using this protocol. [source]


    Efficient and Practical Cross-Coupling of Arenediazonium Tetrafluoroborate Salts with Boronic Acids Catalyzed by Palladium(0)/Barium Carbonate

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2008
    François-Xavier Felpin
    Abstract The cross-coupling reaction of arenediazonium tetrafluoroborate salts with boronic acids catalyzed by the unusual palladium(0)/barium carbonate catalyst is described as an extremely practical and highly efficient alternative to classical homogeneous conditions. Reactions are conducted under mild conditions at room temperature without any base and ligand. The opportunity of preparing unsymmetrical terphenyls in a one-pot process is also demonstrated. Finally, the power of this methodology is highlighted by the synthesis of Bifenazate. [source]


    2,3-Disubstituted Benzo[b]thiophenes from Diarylalkynes via Electrophilic Addition-Cyclization and Palladium-Catalyzed Cross-Coupling

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 13 2007
    Giuseppe Lamanna
    Abstract Diarylalkynes are readily transformed in 3-chlorobenzo[b]thiophenes in a two-step electrophilic addition-cyclization procedure that runs highly efficiently in solution or in the solid phase. The heteroaromatic carbon-chlorine bond participates in palladium-catalyzed Suzuki,Miyaura or Buchwald,Hartwig cross-couplings to give, in a single step, 2,3-disubstituted derivatives of pharmacological relevance . [source]


    A Density Functional Theory Study of the Stille Cross-Coupling via Associative Transmetalation.

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2007
    Coordinating Solvents, The Role of Ligands
    Abstract An associative mechanism has been computationally characterized for the Stille cross-coupling of vinyl bromide and trimethylvinylstannane catalyzed by PdL2 (L=PMe3, AsMe3) with or without dimethylformamide as coordinating ligand. All the species along the catalytic cycles that start from both the cis - and the trans -PdL(Y)(vinyl)Br complexes (Y=L or S; L=PMe3, AsMe3 or PH3; S=DMF) have been located in the gas phase and in the presence of polar solvents. Computations support the central role of species trans -PdL(DMF)(vinyl)Br which react by ligand dissociation and stannane coordination in the rate-limiting transmetalation step via a puckered four-coordinate (at palladium) transition state comprised of Pd, Br, Sn and sp2 C atoms. A donating solvent may enter the catalytic cycle assisting isomerization of cis -PdL2(vinyl)Br to trans -PdL(DMF)(vinyl)Br complexes via a pentacoordinate square pyramidal Pd intermediate. In keeping with experimental observations, the activation energies of the catalytic cycles with arsines as Pd ligands are lower than those with phosphines. Polytopal rearrangements from the three-coordinate T-shaped Pd complexes resulting from transmetalation account for the isomerization and the CC bond formation on the reductive elimination step. [source]


    Nickel(0)/Imidazolium Carbene Catalyst System for Efficient Cross-Coupling of Aryl Bromides and Chlorides with Organomanganese Reagents

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 9 2006
    Anne Leleu
    Abstract N,N, -Bis(2,6-diisopropylphenyl)imidazolium chloride associated with nickel(II) acetylacetonate (3,5 mol,%) was used as catalyst to efficiently cross-couple functionalized aryl bromides with organomanganese reagents. The reactions were performed between 0,°C and room temperature, giving unsymmetrical biaryls in 0.25 to 24,h with 52 to 100,% yields for isolated materials. Aryl chlorides showed slightly diminished reactivity in Ni/2 IPr-catalyzed cross-couplings and good yields could only be attained with activated or neutral substrates. [source]


    Nanocrystalline Magnesium Oxide-Stabilized Palladium(0): An Efficient and Reusable Catalyst for Suzuki and Stille Cross-Coupling of Aryl Halides

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 15 2005
    Kantam, M. Lakshmi
    Abstract A nanocrystalline magnesium oxide-stabilized palladium(0) catalyst is prepared by counterion stabilization of PdCl42, with nanocrystalline MgO followed by reduction. This ligand-free heterogeneous nanocrystalline MgO-stabilized nanopalladium [NAPMgPd(0)] catalyst using the basic MgO in place of basic ligands exhibits excellent activity in Suzuki and Stille cross-coupling of haloarenes (chloro, bromo and iodo) to afford the unsymmetrical biaryls. The catalyst is quantitatively recovered by simple filtration and reused for four cycles with almost consistent activity. [source]


    New Synthetic Approach to a [1.1.6] Metapara Cyclophane Derivative via Suzuki,Miyaura Cross-Coupling and Ring-Closing Metathesis,

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 9 2005
    Sambasivarao Kotha
    Abstract The synthesis of a [1.1.6] metapara cyclophane derivative, 1,5(1,4),3(1,3)-tribenzenacycloundecaphan-8-ene-6,11-dione, has been achieved via the Suzuki,Miyaura cross-coupling of ,,,,-dibromo- m -xylene with an arylboronic acid derivative followed by an allylation and ring-closing metathesis reaction sequence. [source]


    Combinatorial Design of Copper-Based Mixed Nanoclusters: New Catalysts for Suzuki Cross-Coupling

    ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 8 2003
    Mehul
    Abstract Quantum dots (2,5,nm) of copper and copper/palladium mixtures are found to be good catalysts for Suzuki cross-coupling. The catalysts are applicable to a wide range of iodo- and bromoaryl substrates, and give moderate yields using chloroaryl substrates. Cluster activity and stability is found to depend strongly on the preparation method and the reaction conditions. The mechanism of cluster deactivation and the sensitivity of the cluster-catalysed reaction to substituent effects are studied and discussed. [source]


    Alkyl,Alkyl Suzuki Cross-Coupling of Unactivated Secondary Alkyl Chlorides,

    ANGEWANDTE CHEMIE, Issue 37 2010
    Zhe Lu
    Es git keine Problemsubstrate! In einer speziell für die Titelsubstrate entwickelten Reaktion gelingen C-C-Verknüpfungen mit Alkylboranen in guter Ausbeute bei Raumtemperatur mit kommerziell erhältlichen Katalysatorkomponenten (siehe Schema). Die Methode eignet sich auch für Suzuki-Reaktionen sekundärer und primärer Alkylbromide und -iodide sowie primärer Alkylchloride. [source]


    Synthesis of Polyarylated Methanes through Cross-Coupling of Tricarbonylchromium-Activated Benzyllithiums,

    ANGEWANDTE CHEMIE, Issue 32 2010
    Genette
    Hilfsgruppe: Im Komplex mit dem Tricarbonylchrom-Fragment gehen typischerweise instabile Benzyllithium-Reagentien direkt Kreuzkupplungen mit Arylbromiden unter Bildung von Polyarylmethanen ein (siehe Schema). Die Cr(CO)3 -Gruppe macht viele koordinierte Substrate reaktiv und ermöglicht , je nach der Zahl vorhandener Benzylpositionen , bis zu sechs Kupplungsereignisse pro Aren. TMS=Trimethylsilyl. [source]


    Sonogashira Cross-Coupling of Arenediazonium Salts,

    ANGEWANDTE CHEMIE, Issue 24 2010
    Giancarlo Fabrizi Prof.
    Gekonnt gekuppelt: Die Reaktionsfolge aus Arendiazoniumsalz-Synthese, Iododediazonierung und Sonogashira-Kreuzkupplung mit endständigen Alkinen lässt sich auch als Eintopfverfahren gestalten, was die Isolierung des Arendiazoniumsalzes überflüssig macht. [source]


    Synthesis of Fluorene and Indenofluorene Compounds: Tandem Palladium-Catalyzed Suzuki Cross-Coupling and Cyclization,

    ANGEWANDTE CHEMIE, Issue 16 2010
    Tao-Ping Liu Dr.
    Fluorene im Visier: Palladiumkatalysierte Tandemreaktionen mit einer C(sp3)-H-Bindungsaktivierung als Schlüsselschritt (siehe Schema; DMA=Dimethylacetamid) führen unter Anellierung in hohen Ausbeuten zu substituierten Fluorenen und Indenofluorenen. Die Methode könnte sich auch für die Synthese anderer cyclischer Produkte sowie für substituierte Oligo- oder Polyfluorene eignen. [source]


    Enantioselective Intermolecular Aldehyde,Ketone Cross-Coupling through an Enzymatic Carboligation Reaction,

    ANGEWANDTE CHEMIE, Issue 13 2010
    Patrizia Lehwald
    Ein höchst nützliches Enzym ist der ThDP-abhängige Enzymkatalysator, mit dem die Titelreaktion gelang. Seine außerordentlich breite Substratpalette umfasst cyclische und offenkettige Ketone, Diketone sowie ,- und ,-Ketoester als Akzeptorsubstrate. Die Absolutkonfigurationen von zwei Enzymprodukten wurden durch Einkristall-Röntgenstrukturanalyse ermittelt. [source]


    Pd-PEPPSI-IPent: Low-Temperature Negishi Cross-Coupling for the Preparation of Highly Functionalized, Tetra- ortho -Substituted Biaryls,

    ANGEWANDTE CHEMIE, Issue 11 2010
    Selçuk Çalimsiz Dr.
    Herausforderung angenommen: Komplexe gehinderter Biaryle wurden bei Temperaturen zwischen 0°C und Raumtemperatur, oder unter leichtem Erwärmen, hergestellt, wobei der Katalysator (siehe Schema) Ausgangsmaterialien mit Säureeinheiten erfolgreich kuppelt und Biarylderivate mit einem oder zwei heterocyclischen Ringen liefert. Ar1=Aryl oder Heteroaryl (gehindert), Ar2=Aryl oder Heteroaryl (nichtaktiviert). [source]


    Allylic Substitution versus Suzuki Cross-Coupling: Capitalizing on Chemoselectivity with Bifunctional Substrates,

    ANGEWANDTE CHEMIE, Issue 10 2010
    Mahmud
    Ein Katalysator und zwei Reaktionen: Wenn Palladium die Wahl hat zwischen einem Allylacetat und einem Vinylboronatester, reagiert es bevorzugt mit dem Allylacetat, und es entsteht das Produkt einer allylischen Substitution. In Gegenwart eines Arylbromids und einer Base schließt sich eine Suzuki-Kreuzkupplung zu Allylaminen an (siehe Schema; pin=Pinakol, THF=Tetrahydrofuran). [source]


    Copper-Catalyzed Cross-Coupling of Alkyl and Aryl Grignard Reagents with Alkynyl Halides,

    ANGEWANDTE CHEMIE, Issue 7 2010
    Gérard Cahiez Dr.
    Kupfer kann,s noch! Mit einer neuen, allgemein verwendbaren Strategie gelingt die Titelreaktion (siehe Schema; NMP=N -Methylpyrrolidinon). Die Reaktion ist chemoselektiv und ermöglicht die Synthese einer Vielzahl einfacher und funktionalisierter interner Alkine in hohen Ausbeuten. [source]


    Decarboxylative Cross-Coupling of Aryl Tosylates with Aromatic Carboxylate Salts,

    ANGEWANDTE CHEMIE, Issue 6 2010
    Lukas
    Ein Kupfer/Palladium-Dimetallkatalysator ermöglicht die Verwendung von Tosylaten als Kohlenstoff-Elektrophile in decarboxylierenden Kupplungsreaktionen. Aromatische Carboxylatsalze mit vielfältigem Substitutionsmuster konnten mit diesen preiswerten und leicht erhältlichen Elektrophilen in guten Ausbeuten zu den Biarylverbindungen gekuppelt werden (siehe Schema; NMP=N -Methylpyrrolidon). [source]


    DHTP Ligands for the Highly Ortho -Selective, Palladium-Catalyzed Cross-Coupling of Dihaloarenes with Grignard Reagents: A Conformational Approach for Catalyst Improvement,

    ANGEWANDTE CHEMIE, Issue 4 2010
    Shunpei Ishikawa Dr.
    Palladiumkatalysatoren mit Dihydroxyterphenylphosphan-Liganden (wie 1) eignen sich für die ortho -selektive Kreuzkupplung von Grignard-Reagentien mit Dihalogenarenen. Die zweite Hydroxygruppe des Terphenylphosphan-Liganden erhöhte die katalytische Effizienz drastisch und erweiterte den Anwendungsbereich der Reaktion. [source]


    Copper-Catalyzed Decarboxylative Cross-Coupling of Potassium Polyfluorobenzoates with Aryl Iodides and Bromides,

    ANGEWANDTE CHEMIE, Issue 49 2009
    Rui Shang
    Kupfer im Alleingang: Die decarboxylierende Kreuzkupplung von leicht zugänglichen und nichtflüchtigen Kaliumpolyfluorbenzoaten mit Aryliodiden und -bromiden in Gegenwart eines Kupferkatalysators ergibt Polyfluorbiaryle und -stilbene in ausgezeichneten Ausbeuten (siehe Schema). Der Mechanismus der Titelreaktion wurde analysiert. [source]


    9-Stannafluorenes: 1,4-Dimetal Equivalents for Aromatic Annulation by Double Cross-Coupling,

    ANGEWANDTE CHEMIE, Issue 41 2009
    Ikuhiro Nagao
    Doppelt genäht hält besser: Die palladiumkatalysierte Anellierung von 9,9-Dimethyl-9-stannafluorenen oder -dithienostannolen an 1,2-Dihalogenarene führt direkt und in hohen Ausbeuten zu einer Vielfalt von polycyclischen aromatischen Kohlenwasserstoffen (siehe Schema). 1,1-Dibrom-1-alkene ergeben analog Dibenzofulvene in ausgezeichneten Ausbeuten. [source]