4.4 Article

Hydrogenation of nitroarenes with palladium nanoparticles stabilized by alkyne derivatives in homogeneous phase

Journal

TETRAHEDRON LETTERS
Volume 56, Issue 25, Pages 3913-3915

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.04.116

Keywords

Palladium; Nanoparticles; Hydrogenation; Nitroarenes; Chemoselective

Funding

  1. Japan Society for the Promotion of Science (JSPS) [24350042]
  2. MEXT (Japan) program 'Strategic Molecular and Materials Chemistry through Innovative Coupling Reactions' of Hokkaido University
  3. Grants-in-Aid for Scientific Research [15H03802] Funding Source: KAKEN

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Palladium nanoparticles stabilized by alkyne derivatives catalyzed the hydrogenation of nitroarenes to the aryl amines in homogeneous phase. The reaction of nitrobenzene proceeded smoothly with a substrate-to-palladium molar ratio (S/Pd) of 51,000 under 8 atm of H-2. The reaction under 1 atm of H-2 with an S/Pd of 1030 was completed in 4 h. A series of substituted nitroarenes, including 4-acetyl- and 4-formylnitrobenzenes, were converted to the aryl amines with high chemoselectivity. (C) 2015 Elsevier Ltd. All rights reserved.

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