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CAS 100165-88-6

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(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl

Description:
(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, commonly referred to as BINAP, is a chiral bidentate ligand widely used in asymmetric catalysis. This compound features a binaphthyl backbone, which provides a rigid, planar structure that enhances its chiral properties. The presence of two di-p-tolylphosphino groups contributes to its strong coordination ability with transition metals, making it particularly effective in facilitating various catalytic reactions, such as cross-coupling and hydrogenation. The (S)-(-) designation indicates its specific stereochemistry, which is crucial for its reactivity and selectivity in asymmetric synthesis. BINAP is known for its high enantioselectivity, allowing for the production of chiral compounds with high purity. Additionally, its solubility in organic solvents and stability under various reaction conditions make it a valuable tool in synthetic organic chemistry. Overall, BINAP exemplifies the importance of chiral ligands in advancing the field of catalysis and enabling the synthesis of complex molecules.
Formula:C48H40P2
InChI:InChI=1/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3
SMILES:Cc1ccc(cc1)P(c1ccc(C)cc1)c1ccc2ccccc2c1c1c2ccccc2ccc1P(c1ccc(C)cc1)c1ccc(C)cc1
Synonyms:
  • BisdiptolylphosphinobinaphthylSTolBI
  • 1,1'-Binaphthalene-2,2'-Diylbis[Bis(4-Methylphenyl)Phosphane]
  • (S)-(-)-TolBINAP
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