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François-xavier Felpin - One of the best experts on this subject based on the ideXlab platform.
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Heterogeneous Palladium Catalysts for Suzuki–Miyaura Coupling Reactions Involving Aryl Diazonium Salts
ChemCatChem, 2016Co-Authors: Nicolas Oger, François-xavier FelpinAbstract:This Minireview gives a complete overview of the Suzuki–Miyaura Coupling reaction involving aryl diazonium salts catalyzed by heterogeneous palladium catalysts. For each process, the preparation and the properties of the heterogeneous catalysts as well as the catalytic system are critically discussed, providing their strengths and weaknesses.
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Heterogeneous Palladium Catalysts for Suzuki-Miyaura Coupling Reactions Involving Aryl Diazonium Salts
ChemCatChem, 2016Co-Authors: Nicolas Oger, François-xavier FelpinAbstract:This Minireview gives a complete overview of the Suzuki-Miyaura Coupling reaction involving aryl diazonium salts catalyzed by heterogeneous palladium catalysts. For each process, the preparation and the properties of the heterogeneous catalysts as well as the catalytic system are critically discussed, providing their strengths and weaknesses.
Stephen L. Buchwald - One of the best experts on this subject based on the ideXlab platform.
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A general method for Suzuki-Miyaura Coupling reactions using lithium triisopropyl borates.
Organic Letters, 2012Co-Authors: Matthias A. Oberli, Stephen L. BuchwaldAbstract:Conditions for the Suzuki–Miyaura Coupling of lithium triisopropyl borates are reported, as well as a procedure for a one-pot lithiation, borylation, and subsequent Suzuki–Miyaura Coupling of various heterocycles with aryl halides. These borate species are much more stable toward protodeboronation than the corresponding boronic acids and can conveniently be stored on benchtop at room temperature.
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catalysts for suzuki miyaura Coupling processes scope and studies of the effect of ligand structure
Journal of the American Chemical Society, 2005Co-Authors: Timothy E Barder, Shawn D Walker, Joseph R Martinelli, Stephen L. BuchwaldAbstract:Suzuki−Miyaura Coupling reactions of aryl and heteroaryl halides with aryl-, heteroaryl- and vinylboronic acids proceed in very good to excellent yield with the use of 2-(2‘,6‘-dimethoxybiphenyl)dicyclohexylphosphine, SPhos (1). This ligand confers unprecedented activity for these processes, allowing reactions to be performed at low catalyst levels, to prepare extremely hindered biaryls and to be carried out, in general, for reactions of aryl chlorides at room temperature. Additionally, structural studies of various 1·Pd complexes are presented along with computational data that help elucidate the efficacy that 1 imparts on Suzuki−Miyaura Coupling processes. Moreover, a comparison of the reactions with 1 and with 2-(2‘,4‘,6‘-triisopropylbiphenyl)diphenylphosphine (2) is presented that is informative in determining the relative importance of ligand bulk and electron-donating ability in the high activity of catalysts derived from ligands of this type. Further, when the aryl bromide becomes too hindered, an ...
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Catalysts for Suzuki−Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand Structure
Journal of the American Chemical Society, 2005Co-Authors: Timothy E Barder, Shawn D Walker, Joseph R Martinelli, Stephen L. BuchwaldAbstract:Suzuki−Miyaura Coupling reactions of aryl and heteroaryl halides with aryl-, heteroaryl- and vinylboronic acids proceed in very good to excellent yield with the use of 2-(2‘,6‘-dimethoxybiphenyl)dicyclohexylphosphine, SPhos (1). This ligand confers unprecedented activity for these processes, allowing reactions to be performed at low catalyst levels, to prepare extremely hindered biaryls and to be carried out, in general, for reactions of aryl chlorides at room temperature. Additionally, structural studies of various 1·Pd complexes are presented along with computational data that help elucidate the efficacy that 1 imparts on Suzuki−Miyaura Coupling processes. Moreover, a comparison of the reactions with 1 and with 2-(2‘,4‘,6‘-triisopropylbiphenyl)diphenylphosphine (2) is presented that is informative in determining the relative importance of ligand bulk and electron-donating ability in the high activity of catalysts derived from ligands of this type. Further, when the aryl bromide becomes too hindered, an ...
Wenjun Tang - One of the best experts on this subject based on the ideXlab platform.
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Sterically demanding aryl–alkyl Suzuki–Miyaura Coupling
Org. Chem. Front., 2014Co-Authors: Guolan Xiao, Qing Zhao, Huimin Liu, Tao Wang, Wenjun TangAbstract:Efficient sterically demanding aryl–alkyl Suzuki–Miyaura Coupling between di-ortho-substituted aryl halides and secondary alkylboronic acids has been achieved with a Pd-AntPhos catalyst that has shown high reactivity and a broad substrate scope with unprecedented steric hindrance. The methodology has facilitated the synthesis of molecular gears such as by cross-Coupling.
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Efficient Syntheses of Korupensamines A, B and Michellamine B by Asymmetric Suzuki-Miyaura Coupling Reactions
Journal of the American Chemical Society, 2013Co-Authors: Guodu Liu, Chris H. Senanayake, Wenjun TangAbstract:Efficient asymmetric Suzuki-Miyaura Coupling reactions are employed for the first time in total syntheses of chiral biaryl natural products korupensamine A and B in combination with an effective diastereoselective hydrogenation, allowing ultimately a concise and stereoselective synthesis of michellamine B. Chiral monophosphorus ligands L1–3 are effective for the syntheses of a series of functionalized chiral biaryls by asymmetric Suzuki-Miyaura Coupling reactions in excellent yields and enantioselectivities (up to 99% ee). The presence of a polar-π interaction between the highly polarized BOP group and the extended π system of arylboronic acid Coupling partner is believed to be important for the high enantioselectivity.
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An Efficient Method for Sterically Demanding Suzuki—Miyaura Coupling Reactions.
ChemInform, 2013Co-Authors: Qing Zhao, Chris H. Senanayake, Wenjun TangAbstract:An efficient method for sterically demanding Suzuki—Miyaura Coupling reactions is developed.
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An Efficient Method for Sterically Demanding Suzuki–Miyaura Coupling Reactions
Chemistry - A European Journal, 2013Co-Authors: Qing Zhao, Chris H. Senanayake, Wenjun TangAbstract:An efficient method for sterically demanding Suzuki-Miyaura Coupling reactions has been developed with two catalysts, Pd/BI-DIME (see scheme) and Pd/phenanthrene-based ligand. The Pd/BI-DIME catalyst facilitates the syntheses of extremely hindered biaryls bearing ortho-isopropyl substituents. The other catalyst is efficient for the synthesis of functionalized tetra-ortho-substituted biaryls at low catalyst loadings.
Nicolas Oger - One of the best experts on this subject based on the ideXlab platform.
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Heterogeneous Palladium Catalysts for Suzuki–Miyaura Coupling Reactions Involving Aryl Diazonium Salts
ChemCatChem, 2016Co-Authors: Nicolas Oger, François-xavier FelpinAbstract:This Minireview gives a complete overview of the Suzuki–Miyaura Coupling reaction involving aryl diazonium salts catalyzed by heterogeneous palladium catalysts. For each process, the preparation and the properties of the heterogeneous catalysts as well as the catalytic system are critically discussed, providing their strengths and weaknesses.
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Heterogeneous Palladium Catalysts for Suzuki-Miyaura Coupling Reactions Involving Aryl Diazonium Salts
ChemCatChem, 2016Co-Authors: Nicolas Oger, François-xavier FelpinAbstract:This Minireview gives a complete overview of the Suzuki-Miyaura Coupling reaction involving aryl diazonium salts catalyzed by heterogeneous palladium catalysts. For each process, the preparation and the properties of the heterogeneous catalysts as well as the catalytic system are critically discussed, providing their strengths and weaknesses.
Timothy E Barder - One of the best experts on this subject based on the ideXlab platform.
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catalysts for suzuki miyaura Coupling processes scope and studies of the effect of ligand structure
Journal of the American Chemical Society, 2005Co-Authors: Timothy E Barder, Shawn D Walker, Joseph R Martinelli, Stephen L. BuchwaldAbstract:Suzuki−Miyaura Coupling reactions of aryl and heteroaryl halides with aryl-, heteroaryl- and vinylboronic acids proceed in very good to excellent yield with the use of 2-(2‘,6‘-dimethoxybiphenyl)dicyclohexylphosphine, SPhos (1). This ligand confers unprecedented activity for these processes, allowing reactions to be performed at low catalyst levels, to prepare extremely hindered biaryls and to be carried out, in general, for reactions of aryl chlorides at room temperature. Additionally, structural studies of various 1·Pd complexes are presented along with computational data that help elucidate the efficacy that 1 imparts on Suzuki−Miyaura Coupling processes. Moreover, a comparison of the reactions with 1 and with 2-(2‘,4‘,6‘-triisopropylbiphenyl)diphenylphosphine (2) is presented that is informative in determining the relative importance of ligand bulk and electron-donating ability in the high activity of catalysts derived from ligands of this type. Further, when the aryl bromide becomes too hindered, an ...
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Catalysts for Suzuki−Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand Structure
Journal of the American Chemical Society, 2005Co-Authors: Timothy E Barder, Shawn D Walker, Joseph R Martinelli, Stephen L. BuchwaldAbstract:Suzuki−Miyaura Coupling reactions of aryl and heteroaryl halides with aryl-, heteroaryl- and vinylboronic acids proceed in very good to excellent yield with the use of 2-(2‘,6‘-dimethoxybiphenyl)dicyclohexylphosphine, SPhos (1). This ligand confers unprecedented activity for these processes, allowing reactions to be performed at low catalyst levels, to prepare extremely hindered biaryls and to be carried out, in general, for reactions of aryl chlorides at room temperature. Additionally, structural studies of various 1·Pd complexes are presented along with computational data that help elucidate the efficacy that 1 imparts on Suzuki−Miyaura Coupling processes. Moreover, a comparison of the reactions with 1 and with 2-(2‘,4‘,6‘-triisopropylbiphenyl)diphenylphosphine (2) is presented that is informative in determining the relative importance of ligand bulk and electron-donating ability in the high activity of catalysts derived from ligands of this type. Further, when the aryl bromide becomes too hindered, an ...
