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Role of N-acyl amino acid ligands in Pd(II)-catalyzed remote C-H activation of tethered arenes

Academic Article
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Overview

authors

  • Cheng, G. J.
  • Yang, Y. F.
  • Liu, P.
  • Chen, P.
  • Sun, T. Y.
  • Li, G.
  • Zhang, X.
  • Houk, K. N.
  • Yu, Jin-Quan
  • Wu, Y. D.

publication date

  • January 2014

journal

  • Journal of the American Chemical Society  Journal

abstract

  • A combined experimental/computational study on the amino acid ligand-assisted Pd-catalyzed C-H bond activation reveals a mechanism in which the amino acid acts as both a dianionic bidentate ligand and a proton acceptor. This new model explains the effects of amino acids on reactivity and selectivity and unveils the dual roles of amino acids: stabilizing monomeric Pd complexes and serving as the internal base for proton abstraction.

subject areas

  • Amino Acids
  • Carbon
  • Catalysis
  • Hydrocarbons, Aromatic
  • Ligands
  • Models, Molecular
  • Molecular Conformation
  • Palladium
  • Protons
  • Stereoisomerism
  • Substrate Specificity
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Identity

International Standard Serial Number (ISSN)

  • 0002-7863

Digital Object Identifier (DOI)

  • 10.1021/ja411683n

PubMed ID

  • 24410499
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Additional Document Info

start page

  • 894

end page

  • 897

volume

  • 136

issue

  • 3

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