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New non-C2-symmetric phosphine-phosphonites as ligands in asymmetric metal catalysis

Authors
Journal
Tetrahedron Asymmetry
0957-4166
Publisher
Elsevier
Publication Date
Volume
10
Issue
11
Identifiers
DOI: 10.1016/s0957-4166(99)00215-3
Keywords
  • Article

Abstract

Abstract Starting from 1,2-dibromobenzene, the synthesis of N,N,N′, N′-tetraethyl-[2-(diphenylphosphino)phenyl]phosphonous acid tetraamide is possible in two simple steps. This key compound reacts with a variety of chiral diols such as ( R)- and ( S)-binaphthol, 1,2:5,6-diisopropylidene- d-mannitol or (1 R,2 R)-1,2-diphenyl-1,2-ethane diol to form the corresponding non- C 2-symmetric phosphine-phosphonite compounds. These ligands react with Rh(COD) 2BF 4 to form bidentate Rh-complexes which serve as catalysts in the asymmetric hydrogenation of dimethyl itaconate with ee values of up to 88%.

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