(S)-BINAP

(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
CAS Number
76189-56-5
PubChem
Molecular Formula
C44H32P2
Molecular Weight
622.67 g/mol
Chiral Ligands Catalysts
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(S)-BINAP is the enantiomeric counterpart of (R)-BINAP, a privileged chiral diphosphine ligand developed by Noyori. It forms highly enantioselective complexes with ruthenium, rhodium, and palladium for asymmetric hydrogenation, allylic substitution, and cross-coupling reactions.

Applications

  • Asymmetric hydrogenation with Ru and Rh
  • Enantioselective allylic alkylation with Pd
  • Asymmetric Heck reactions
  • Pharmaceutical synthesis of chiral amines and alcohols

Specifications

Property Value
CAS 76189-56-5
Molecular Formula C44H32P2
Molecular Weight 622.67 g/mol
Purity >99%
Optical Rotation [α]D -233° (c 0.3, toluene)

Features

  • Privileged chiral diphosphine scaffold
  • Excellent enantioselectivity across metals
  • C2-symmetric design
  • Wide substrate scope

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