Exploring Stereogenic Phosphorus: The Search for New Chiral Diphosphines

Authors

  • Francesca Maienza Department of Chemistry, ETH Hönggerberg, CH-8093 Zürich
  • Felix Spindler Solvias AG, Klybeckstrasse 191, CH-4002 Basel
  • Marc Thommen Solvias AG, Klybeckstrasse 191, CH-4002 Basel
  • Benoît Pugin Solvias AG, Klybeckstrasse 191, CH-4002 Basel
  • Antonio Mezzetti Department of Chemistry, ETH Hönggerberg, CH-8093 Zürich

DOI:

https://doi.org/10.2533/chimia.2001.694

Keywords:

Asymmetric hydrogenation, Chiral diphosphines, Rhodium, Ruthenium, Stereogenic phosphorus

Abstract

The synthesis of P-stereogenic ligands bearing 2,6-disubstituted phenyl groups at the P atom is a challenging problem. The results reported herein help define the scope and limitations of the existing synthetic protocols, such as Jugé's oxazaphospholidine borane method and the enantioselective deprotonation of P(BH3)(CH3)2(R) developed by Evans and Imamoto. Jugé's new approach based on chlorophosphine boranes was exploited for the preparation of a C1-symmetric MiniPhos-like ligand. Preliminary results concerning the application of the new ligands in the rhodium and ruthenium hydrogenation of olefins are also reported.

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Published

2001-09-26

Issue

Section

Scientific Articles

How to Cite

[1]
F. Maienza, F. Spindler, M. Thommen, B. Pugin, A. Mezzetti, Chimia 2001, 55, 694, DOI: 10.2533/chimia.2001.694.