Miyaura Reaction (miyaura + reaction)

Distribution by Scientific Domains
Distribution within Chemistry


Selected Abstracts


Generation of a Small Library of Highly Electron-Rich 2-(Hetero)Aryl-Substituted Phenethylamines by the Suzuki,Miyaura Reaction: A Short Synthesis of an Apogalanthamine Analogue

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 15 2004
Prasad Appukkuttan
Abstract The Suzuki,Miyaura reaction is presented as a versatile procedure for the synthesis of a small library of highly electron-rich 2-[4,5-dimethoxy-2-(hetero)arylphenyl]ethylamines. Microwave-irradiation accelerates the reaction tremendously and furnishes superior yields. The difficult oxidative addition of the catalyst to a highly electron-rich and ortho -substituted system could be performed easily, and the proto-deboronation during cross-coupling reactions involving the highly electron-withdrawing (2-formylphenyl)boronic acid could be minimized. Enhanced yields and complete compatibility with aqueous conditions were found. This strategy was developed en route towards the synthesis of an apogalanthamine analogue. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) [source]


Evidence for the Surface-Catalyzed Suzuki,Miyaura Reaction over Palladium Nanoparticles: An Operando XAS Study,

ANGEWANDTE CHEMIE, Issue 10 2010
Peter
Entscheidende Fehler: Röntgenabsorptionsspektroskopie katalytisch aktiver Pd-Nanopartikel während einer Suzuki-Miyaura-Kreuzkupplung zeigte, dass die Nanopartikel unter den Reaktionsbedingungen stabil sind und die Kreuzkupplung unter direkter Beteiligung von Pd-Oberflächendefekten im Katalysezyklus verläuft (siehe Bild). Der Einsatz von Katalysatorgiften lieferte weitere Hinweise auf ein heterogenes aktives Zentrum. [source]


ChemInform Abstract: Salen and Half-Salen Palladium(II) Complexes: Synthesis, Characterization and Catalytic Activity Toward Suzuki,Miyaura Reaction.

CHEMINFORM, Issue 22 2010
Ping Liu
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: [PdCl2{8-(Di-tert-butylphosphinooxy)quinoline}]: A Highly Efficient Catalyst for Suzuki,Miyaura Reaction.

CHEMINFORM, Issue 3 2010
A. Scrivanti
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: 2-Pyridylquinoxaline Derivatives as N,N-Ligands for Palladium-Catalyzed Suzuki,Miyaura Reaction.

CHEMINFORM, Issue 52 2009
Yundong Liu
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: Generation of Pd Nanoparticles in situ from PdCl2 in TBAF: An Efficient and Reusable Catalytic System for the Suzuki,Miyaura Reaction under Ligand- and Solvent-Free Conditions.

CHEMINFORM, Issue 47 2009
Liming Tao
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


Practical and Efficient Entry to Isoflavones by Pd(0)/C-Mediated Suzuki,Miyaura Reaction.

CHEMINFORM, Issue 31 2007
Total Synthesis of Geranylated Isoflavones.
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Easily Prepared Air- and Moisture-Stable Pd,NHC (NHC: N-Heterocyclic Carbene) Complexes: A Reliable, User-Friendly, Highly Active Palladium Precatalyst for the Suzuki,Miyaura Reaction.

CHEMINFORM, Issue 43 2006
Christopher J. O'Brien
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Direct Synthesis of Hetero-Biaryl Compounds Containing an Unprotected NH2 Group via Suzuki,Miyaura Reaction.

CHEMINFORM, Issue 37 2005
Takahiro Itoh
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Palladium,Dodecanethiolate Nanoparticles as Stable and Recyclable Catalysts for the Suzuki,Miyaura Reaction of Aryl Halides under Ambient Conditions.

CHEMINFORM, Issue 16 2005
Feng Lu
No abstract is available for this article. [source]


Improved Suzuki,Miyaura Reactions of Aryldiazonium Salts with Boronic Acids by Tuning Palladium on Charcoal Catalyst Properties

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 4 2009
François-Xavier Felpin
Abstract An improved Suzuki,Miyaura cross-coupling reaction of aryldiazonium tetrafluoroborates with boronic acids catalyzed by a highly active palladium catalyst supported on charcoal is described as an extremely practical and efficient protocol. A properties-activity study of various catalysts clearly established that the optimal catalytic activity was obtained with palladium nanoparticles having a low oxidation degree and uniformly dispersed on the charcoal. The optimized reaction conditions allow the cross-coupling to proceed at room temperature without any base and ligand in technical grade methanol. Although the catalyst could not be recycled, the low palladium contamination of the solvent and product after a simple filtration of the palladium on charcoal (Pd/C) renders the present protocol competitive and safer for the environment compared to more conventional homogeneous conditions. We have highlighted the efficiency of this novel protocol by a short synthesis of the fungicide Boscalid®. [source]


ChemInform Abstract: A Cyclobutene-1,2-bis(imidazolium) Salt as Efficient Precursor of Palladium-Catalyzed Room-Temperature Suzuki,Miyaura Reactions.

CHEMINFORM, Issue 39 2010
Alireza Rahimi
Abstract Aryl bromides, iodides and chlorides are transformed to biaryls or terphenyls with generally excellent yields in a short time. [source]


ChemInform Abstract: One-Pot Synthesis of Difluorinated ortho-Terphenyls by Site-Selective Suzuki,Miyaura Reactions of 1,2-Dibromo-3,5-difluorobenzene.

CHEMINFORM, Issue 31 2010
Muhammad Sharif
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: Synthesis of 3,5-Diaryl-4-fluorophthalates by [4 + 2]-Cycloaddition and Subsequent Site-Selective Suzuki,Miyaura Reactions.

CHEMINFORM, Issue 22 2010
Muhammad Farooq Ibad
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: Benzaldimines as Ligands for Palladium in Suzuki,Miyaura Reactions.

CHEMINFORM, Issue 7 2009
Dipankar Srimani
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


Non-Cross-Linked Polystyrene-Supported Triphenylphosphine-Microencapsulated Palladium: An Efficient and Recyclable Catalyst for Suzuki,Miyaura Reactions.

CHEMINFORM, Issue 29 2006
Helen Song He
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Polymer-Supported Palladium Catalyzed Suzuki,Miyaura Reactions in Batch and a Mini-Continuous Flow Reactor System.

CHEMINFORM, Issue 15 2006
Nam T. S. Phan
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Palladium-Catalyzed Suzuki,Miyaura Reactions of Potassium Aryl- and Heteroaryltrifluoroborates with Aryl- and Heteroaryl Triflates.

CHEMINFORM, Issue 48 2005
Gary A. Molander
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Generation of a Small Library of Highly Electron-Rich 2-(Hetero)Aryl-Substituted Phenethylamines by the Suzuki,Miyaura Reaction: A Short Synthesis of an Apogalanthamine Analogue

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 15 2004
Prasad Appukkuttan
Abstract The Suzuki,Miyaura reaction is presented as a versatile procedure for the synthesis of a small library of highly electron-rich 2-[4,5-dimethoxy-2-(hetero)arylphenyl]ethylamines. Microwave-irradiation accelerates the reaction tremendously and furnishes superior yields. The difficult oxidative addition of the catalyst to a highly electron-rich and ortho -substituted system could be performed easily, and the proto-deboronation during cross-coupling reactions involving the highly electron-withdrawing (2-formylphenyl)boronic acid could be minimized. Enhanced yields and complete compatibility with aqueous conditions were found. This strategy was developed en route towards the synthesis of an apogalanthamine analogue. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) [source]


Expanded Heterogeneous Suzuki,Miyaura Coupling Reactions of Aryl and Heteroaryl Chlorides under Mild Conditions

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 17 2009
Dong-Hwan Lee
Abstract A mesoporous LTA zeolite (MP-LTA)-supported palladium catalyst was developed for the highly efficient Suzuki,Miyaura reaction of aryl and heteroaryl chlorides. The couplings of various aryl chlorides with arylboronic acids in aqueous ethanol were efficiently achieved in the presence of 1.0,mol% of the catalyst. Furthermore, the scope of this catalyst was extended to the coupling of heteroaryl chlorides. Regardless of the substituents, all of the coupling reactions were very clean and highly efficient under mild heating. It shows that our catalyst is one of the most powerful heterogeneous catalysts for the coupling of a wide range of aryl and heteroaryl chlorides. The catalyst could be repetitively used at least 10 times without a significant loss of its catalytic activity. Compared to mesoporous SBA-15 and MCM-41 materials, the MP-LTA support proved to be very stable and robust to prevent degradation upon reuse. [source]


Hydrophilic functionalization of syndiotactic polystyrene via a combination of electrophilic bromination and Suzuki,Miyaura reaction

JOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 19 2010
Jihoon Shin
Abstract Postfunctionalization of high-molecular-weight syndiotactic polystyrene (sPS) was achieved via combination of electrophilic bromination at the para-position of the polymer aromatic ring and subsequent Suzuki,Miyaura cross-coupling reactions with functionalized phenylboronic acids. The concentration of brominated styrene repeating unit in sPS was conveniently controlled by changing the ratio of added bromine relative to the polymer repeating unit. Brominated sPS (8.5 mol %) was converted quantitatively to other polar functional groups via Suzuki,Miyaura cross-coupling reactions with various functional group-substituted phenylboronic acids. The surface properties of functionalized sPS were studied by measuring water contact angles. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 4335,4343, 2010 [source]


Bis(imino)pyridine palladium(II) complexes as efficient catalysts for the Suzuki,Miyaura reaction in water

APPLIED ORGANOMETALLIC CHEMISTRY, Issue 2 2010
Ping Liu
Abstract Bis(imino)pyridine palladium(II) complexes 3 and 4 of type [PdCl(L)PF6] are found to be efficient catalysts for Suzuki,Miyaura reactions of aryl halides and arylboronic acids. The reactions proceed smoothly to generate the corresponding biaryl compounds in moderate to excellent yields. The synthesis of various fluorinated biphenyl derivatives was successfully achieved by the complex 4 catalyzed the Suzuki,Miyaura reaction in the presence of surfactants bearing a long alkyl chain. Copyright © 2009 John Wiley & Sons, Ltd. [source]


Synthesis of 4-substituted styrene compounds via palladium catalyzed Suzuki,Miyaura reaction using bidentate Schiff base ligands

APPLIED ORGANOMETALLIC CHEMISTRY, Issue 11 2009
Yan Liu
Abstract Air-stable symmetric Schiff base have been synthesized and proved to be efficient ligands for Suzuki,Miyaura reaction between aryl bromides and arylboronic acids using PdCl2(CH3CN)2 as palladium source under aerobic conditions. The coupling reaction proceeded smoothly using N,N -bis(anthracen-9-ylmethylene)benzene-1,2-diamine (L7) as ligand to provide 4-substituted styrene compounds in good yields. Copyright © 2009 John Wiley & Sons, Ltd. [source]


2-Pyridylquinoxaline derivatives as N,N -ligands for palladium-catalyzed Suzuki,Miyaura reaction

APPLIED ORGANOMETALLIC CHEMISTRY, Issue 8 2009
Yundong Liu
Abstract The Suzuki,Miyaura reaction of aryl bromides with benzeneboronic acid catalyzed by bis(chloro)(2-pyridylquinoxaline)palladium(II) was investigated. The scope of the bis(chloro)(2-pyridylquinoxaline)palladium(II) was determined in toluene at 80 °C using KOH as base. Using a 0.1% molar ratio of bis(chloro)(2-pyridylquinoxaline)palladium(II) C1 as a catalyst, aryl bromides reacted with benzeneboronic acid to afford diaryl derivatives in excellent yield. Copyright © 2009 John Wiley & Sons, Ltd. [source]


ChemInform Abstract: Base Free Aryl Coupling of Diazonium Compounds and Boronic Esters: Self-Activation Allowing an Overall Highly Practical Process.

CHEMINFORM, Issue 35 2010
Helene Bonin
Abstract A series of dioxazaborocanes (III) is prepared and successfully used as starting compounds in a base-free Suzuki,Miyaura reaction with diazonium salts (IV). [source]


Synthesis, Characterization, and Application of Cationic Water-Soluble Oligofluorenes in DNA-Hybridization Detection

CHEMISTRY - A EUROPEAN JOURNAL, Issue 24 2008
Bin Liu Prof.
Abstract A simple and efficient approach was developed for the synthesis of a series of cationic water-soluble oligofluorenes up to a chain length of a heptamer. Bromoalkyl-substituted fluorenyl boronic esters as the key intermediates were synthesized by using a modified Miyaura reaction. With an increasing number of repeat units (trimer to hexamer), the size-specific oligomers have shown redshifts in both the absorption and emission maxima. The emission maximum reaches the limit for the hexamer in both water and buffer solution. The quantum yields of the oligomers decreased with increased oligomer size in water. Both fluorescence quenching of the oligomers by 9,10-anthraquinone-2,6-disulfonate and the fluorescence resonance energy transfer experiments with the oligomers as the donor and fluorescein (Fl)-labeled double-stranded DNA (dsDNA-Fl) as the acceptor revealed the chain-length-dependent behavior. The Stern,Volmer quenching constant increased with the molecular size, whereas the highest donor-sensitized Fl emission was observed for the hexamer. These size-specific oligomers also served as a model to study the structure,property relationships for cationic polyfluorenes. [source]


Synthesis of Aryl-Substituted Pyrimidines by Site-Selective Suzuki,Miyura Cross-Coupling Reactions of 2,4,5,6-Tetrachloropyrimidine

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 9 2010
Munawar Hussain
Abstract Suzuki,Miyaura reactions of 2,4,5,6-tetrachloropyrimidine allow a convenient synthesis of mono-, di-, tri- and tetraarylpyrimidines which are not readily available by other methods. All reactions proceed with excellent site-selectivity. [source]


Sulfonated N -Heterocyclic Carbenes for Pd-Catalyzed Sonogashira and Suzuki,Miyaura Coupling in Aqueous Solvents

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2010
Sutapa Roy
Abstract The reactions of the N,N, -diarylimidazolium and N,N, -diarylimidazolinium salts with chlorosulfonic acid result in the formation of the respective disulfonated N -heterocyclic carbene (NHC) precursors in reasonable yields (46,77%). Water-soluble palladium catalyst complexes, in situ obtained from the respective sulfonated imidazolinium salt, sodium tetrachloropalladate (Na2PdCl4) and potassium hydroxide (KOH) in water, were successfully applied in the copper-free Sonogashira coupling reaction in isopropyl alcohol/water mixtures using 0.2,mol% catalyst loading. The preformed (disulfonatedNHC)PdCl(cinnamyl) complex was used in aqueous Suzuki,Miyaura reactions at 0.1,mol% catalyst loading. The coupling protocol reported here is very useful for Sonogashira reactions of N - and S -heterocyclic aryl bromides and chlorides with aryl- and alkylacetylenes. [source]


Bis(imino)pyridine palladium(II) complexes as efficient catalysts for the Suzuki,Miyaura reaction in water

APPLIED ORGANOMETALLIC CHEMISTRY, Issue 2 2010
Ping Liu
Abstract Bis(imino)pyridine palladium(II) complexes 3 and 4 of type [PdCl(L)PF6] are found to be efficient catalysts for Suzuki,Miyaura reactions of aryl halides and arylboronic acids. The reactions proceed smoothly to generate the corresponding biaryl compounds in moderate to excellent yields. The synthesis of various fluorinated biphenyl derivatives was successfully achieved by the complex 4 catalyzed the Suzuki,Miyaura reaction in the presence of surfactants bearing a long alkyl chain. Copyright © 2009 John Wiley & Sons, Ltd. [source]


Suzuki,Miyaura reactions in PEG,water solutions using Pd/BaSO4 as catalytic source

APPLIED ORGANOMETALLIC CHEMISTRY, Issue 1 2009
Andréa Luzia F. de Souza
Abstract Suzuki,Miyaura reactions between halobenzenes and other substituted (hetero)arenes and boronic acids were carried out in PEG,water solution using Pd/BaSO4 as catalytic source in a ligand-free system. High to moderate yields were generally obtained. The catalytic system could be recycled up to six times, showing a slight decrease in activity after each cycle. Copyright © 2008 John Wiley & Sons, Ltd. [source]