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Synthesis 1998; 1998(1): 45-55
DOI: 10.1055/s-1998-1996
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Enantioselective Catalysis 113: New Menthylphosphane Ligands Differing in Steric and Electronic Properties

H. Brunner* , M. Janura
  • *Institut für Anorganische Chemie, Universität Regensburg, D-93040 Regensburg, Germany; Fax + 49(9 41)9 43 44 39; E-mail: henri.brunner@chemie.uni-regensburg
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Publication History

Publication Date:
31 December 2000 (online)

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A concept for bisphosphane ligands was developed, in which chirality is derived from the optically active (1R,3R,4S)-menthyl substituents in PMen2 groups and the backbone between the phosphorus units is varied (o-phenylene, 2,2′-biphenylene, 1,1′-ferrocenediyl); one of the two PMen2 groups was also replaced by a PPh2 unit. The synthesis and characterisation of seven new menthylphosphanes is described. Emphasis is put on the NMR assignment of the menthyl protons by two-dimensional methods and 13C-1H shift correlation. The ligands have been used in Rh and Ni complexes in several model reactions of enantioselective catalysis giving optical inductions in the low to middle range.

preparation of menthylphosphanes - catalysis with phosphanes - enantioselective homogeneous hydrogenations - NMR spectra