4.8 Article

Role of N-Acyl Amino Acid Ligands in Pd(II)-Catalyzed Remote C-H Activation of Tethered Arenes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 3, Pages 894-897

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja411683n

Keywords

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Funding

  1. National Science Foundation of China [21133002, 21232001, 21302006]
  2. MOST of China [2013CB911501]
  3. Shenzhen Science and Technology Innovation Committee [KQTD201103, JCYJ20120614144601467]
  4. NSF under the CCI Center for Stereoselective C-H Functionalization [CHF-1205646]
  5. Division Of Chemistry
  6. Direct For Mathematical & Physical Scien [1205646] Funding Source: National Science Foundation

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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.

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