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Topics in Catalysis

, Volume 53, Issue 15–18, pp 1121–1125 | Cite as

Stereoselective Synthesis of Alicylic Amines

  • Kristoffer F. Graham
  • Kenneth T. Hindle
  • S. David Jackson
  • David J. M. Williams
  • Stefan Wuttke
Original Paper

Abstract

The hydrogenation 4-alkylanilines over Rh/silica catalysts display an antipathetic particle size effect suggesting that the active site is a terrace face. The effect of the solvent on product cis:trans ratio was related to polar solvents stabilising an imine intermediate. The products inhibited the reaction due to their increased basicity which allowed a strong metal–nitrogen interaction.

Keywords

Aromatic amine hydrogenation Rhodium Selectivity Deactivation 

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Copyright information

© Springer Science+Business Media, LLC 2010

Authors and Affiliations

  • Kristoffer F. Graham
    • 1
  • Kenneth T. Hindle
    • 1
  • S. David Jackson
    • 1
  • David J. M. Williams
    • 1
  • Stefan Wuttke
    • 1
  1. 1.Centre for Catalysis Research, WestCHEM, Department of ChemistryUniversity of GlasgowGlasgowScotland, UK

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