Electronic and steric effects of ligands as control elements for rhodium-catalyzed asymmetric hydrogenation

Zsanett Herseczki, Ildikó Gergely, Csaba Hegedüs, A. Szöllösy, J. Bakos

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

Chiral diphosphine ligands analogous to bdpp have been synthesized and tested in order to study the effect of the electronic nature of the ligands in Rh-catalyzed asymmetric hydrogenation of some prochiral olefins. The results are compared with those obtained with the analogous unsubstituted ligand (bdpp). The rhodium-catalyzed asymmetric hydrogenation of olefins was influenced by ligand-based electronic effects, as well as substrate based ones. Excellent ee's (up to 98.3%) have been obtained in the rhodium-catalyzed hydrogenation of (Z)-α-acetamidocinnamic acids and esters.

Original languageEnglish
Pages (from-to)1673-1676
Number of pages4
JournalTetrahedron Asymmetry
Volume15
Issue number11
DOIs
Publication statusPublished - Jun 7 2004

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Rhodium
Hydrogenation
rhodium
hydrogenation
Ligands
ligands
Alkenes
electronics
alkenes
Olefins
esters
Esters
acids
Acids
Substrates

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Electronic and steric effects of ligands as control elements for rhodium-catalyzed asymmetric hydrogenation. / Herseczki, Zsanett; Gergely, Ildikó; Hegedüs, Csaba; Szöllösy, A.; Bakos, J.

In: Tetrahedron Asymmetry, Vol. 15, No. 11, 07.06.2004, p. 1673-1676.

Research output: Contribution to journalArticle

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