BINAP

  • (S ) - (- ) -2,2 '-bis ( diphenylphosphino) - -1,1 '-Binaphthyl
  • (R ) - ( ) -2,2 '-bis ( diphenylphosphino) - -1,1 '-Binaphthyl
  • (RS ) - ( ±) -2,2 ' -bis ( diphenylphosphino) - -1,1 '-Binaphthyl
  • Rac- (± ) -2,2 '-bis ( diphenylphosphino) - -1,1 '-Binaphthyl
  • 76189-55-4 [(R ) enantiomer ]
  • 76189-56-5 [(S ) enantiomer ]

White solid

Fixed

240-242 ° C

Insoluble in water

Attention

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BINAP (2,2 '- bis (diphenylphosphino) -1,1'-binaphthyl ) is a bidentate diphosphine with axial chirality, the pure (R ) - or ( S) enantiomer in a variety of transition metal -catalyzed reactions, particularly asymmetric hydrogenation exceptional properties in terms of enantioselectivity and activity. For the first time BINAP 1980 by Noyori et al. presented. To date, BINAP is one of the few ligands that have industrial importance, eg in Takasago -menthol process.

Is produced from BINAP BINOL by reaction with the corresponding dibromo compound Bromtriphenylphosphoniumbromid and subsequent reaction with magnesium to a di- Grignard reagent, which finally reacts with ClPPh2 to BINAP.

CAS registry number Dangerous Substances Directive (67/548/EEC) Ryōji Noyori Chlorodiphenylphosphine
125501
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