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The Experts below are selected from a list of 14364 Experts worldwide ranked by ideXlab platform

Di Shen – 1st expert on this subject based on the ideXlab platform

  • a bulky chiral n heterocyclic carbene palladium catalyst enables highly enantioselective suzuki miyaura cross coupling reactions for the synthesis of Biaryl atropisomers
    Journal of the American Chemical Society, 2019
    Co-Authors: Di Shen, Youjun Xu

    Abstract:

    Axially chiral Biaryl scaffolds are essential structural units in chemistry. The asymmetric Pd-catalyzed Suzuki–Miyaura cross-coupling reaction has been widely recognized as one of the most practical methods for constructing atropisomers of Biaryls. However, longstanding challenges remain in this field. For example, substrate scope is often narrow and specialized, functional groups and heterocycles can lead to reduced reactivity and selectivity, bulky ortho-substituents are usually needed, and reported methods are generally inapplicable to tetra-ortho-substituted Biaryls. We have developed an unprecedented highly enantioselective N-heterocyclic carbene (NHC)-Pd catalyzed Suzuki–Miyaura cross-coupling reaction for the synthesis of atropisomeric Biaryls. These reactions enable efficient coupling of aryl halides (Br, Cl) or aryl triflates with various types of aryl boron compounds (B(OH)2, Bpin, Bneo, BF3K), tolerate a remarkably broad scope of functional groups and heterocycles (>41 examples), employ low lo…

Youjun Xu – 2nd expert on this subject based on the ideXlab platform

  • a bulky chiral n heterocyclic carbene palladium catalyst enables highly enantioselective suzuki miyaura cross coupling reactions for the synthesis of Biaryl atropisomers
    Journal of the American Chemical Society, 2019
    Co-Authors: Di Shen, Youjun Xu

    Abstract:

    Axially chiral Biaryl scaffolds are essential structural units in chemistry. The asymmetric Pd-catalyzed Suzuki–Miyaura cross-coupling reaction has been widely recognized as one of the most practical methods for constructing atropisomers of Biaryls. However, longstanding challenges remain in this field. For example, substrate scope is often narrow and specialized, functional groups and heterocycles can lead to reduced reactivity and selectivity, bulky ortho-substituents are usually needed, and reported methods are generally inapplicable to tetra-ortho-substituted Biaryls. We have developed an unprecedented highly enantioselective N-heterocyclic carbene (NHC)-Pd catalyzed Suzuki–Miyaura cross-coupling reaction for the synthesis of atropisomeric Biaryls. These reactions enable efficient coupling of aryl halides (Br, Cl) or aryl triflates with various types of aryl boron compounds (B(OH)2, Bpin, Bneo, BF3K), tolerate a remarkably broad scope of functional groups and heterocycles (>41 examples), employ low lo…

Anna Iuliano – 3rd expert on this subject based on the ideXlab platform

  • deoxycholic acid derived monophosphites as chiral ligands in the asymmetric suzuki miyaura cross coupling
    Tetrahedron-asymmetry, 2011
    Co-Authors: Varsha R Jumde, Anna Iuliano

    Abstract:

    Abstract Biaryl phosphites derived from deoxycholic acid were used as chiral ligands in the asymmetric Suzuki–Miyaura cross-coupling of arylboronic acids with aryl bromides. Amongst the different reaction parameters, the role of the base emerged as being crucial for the outcome of the reaction: the choice of base, and its amount, allowed enantiomerically enriched Biaryl derivatives to be obtained at 1% catalyst loading and with an L:Pd ratio of 1:1.