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CAS 153305-67-0

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2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL

Description:
2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl, commonly referred to as BINAP, is a bidentate ligand widely used in asymmetric catalysis. This compound features a binaphthyl backbone, which provides a chiral environment, and two di-p-tolylphosphino groups that enhance its coordination properties. The presence of the bulky p-tolyl groups contributes to its steric properties, making it effective in facilitating enantioselective reactions. The ligand is typically utilized in transition metal complexes, particularly with palladium and rhodium, to promote various coupling reactions, such as Suzuki and Heck reactions. Its chirality and ability to form stable complexes with metals make it a valuable tool in organic synthesis. Additionally, the compound is characterized by its relatively high thermal stability and solubility in organic solvents, which further enhances its utility in laboratory settings. Safety data should be consulted, as with any chemical substance, to ensure proper handling and disposal.
Formula:C48H40P2
InChI:InChI=1S/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
InChI key:IOPQYDKQISFMJI-UHFFFAOYSA-N
SMILES:CC1=CC=C(C=C1)P(C2=CC=C(C=C2)C)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=C(C=C7)C)C8=CC=C(C=C8)C
Synonyms:
  • Tol-Binap
  • (S)-(-)-Tol-Binap
  • (R)-(+)-Tol-Binap
  • Rac-Tol-Binap
  • rac-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl
  • Phosphine, 1,1'-[[1,1'-Binaphthalene]-2,2'-Diyl]Bis[1,1-Bis(4-Methylphenyl)-
  • Rac-2,2'-Bis(Di-P-Tolyphosphino)-1,1'-Binaphthyl, 96+%
Found 2 products.