Hydroaminomethylation with novel Rhodium-Carbene complexes: An efficient catalytic approach to pharmaceuticals

Moballigh Ahmed, Cathleen Buch, Lucie Routaboul, Ralf Jackstell, Holger Klein, Anke Spannenberg, Matthias Beller

Research output: Contribution to journalArticlepeer-review

85 Scopus citations

Abstract

Starting from [{Rh(cod)Cl}2] and 1,3-dimesitylimidazole-2- ylidenes the novel [RhCl(cod)(carbene)] complexes 1-5 have been synthesized, characterized, and tested in the hydroaminomethylation of aromatic olefins. The influence of different ligands and reaction parameters on the catalytic activity was investigated in detail applying 1,1-diphenylethylene and piperidine as a model system. The scope and limitations of the novel catalysts is shown in the preparation of 16 biologically active 1-amino-3,3-diarylpropenes. In general, high chemo- and regioselectivity as well as good yields of the desired products were achieved.

Original languageEnglish
Pages (from-to)1594-1601
Number of pages8
JournalChemistry - A European Journal
Volume13
Issue number5
DOIs
StatePublished - 2007
Externally publishedYes

Keywords

  • Amines
  • Carbenes
  • Carbonylation
  • Hydroaminomethylation
  • Pharmaceuticals
  • Rhodium

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