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CAS 76189-56-5

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(-)-BINAP

Description:
(-)-BINAP, or 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, is a chiral bidentate ligand widely used in asymmetric catalysis. It features a binaphthyl backbone, which provides a rigid structure that enhances its ability to coordinate with metal centers, particularly transition metals like palladium and rhodium. The presence of two diphenylphosphino groups allows for effective chelation, facilitating various catalytic reactions, including cross-coupling and hydrogenation. (-)-BINAP is notable for its high enantioselectivity, making it valuable in the synthesis of chiral compounds. The compound is typically characterized by its optical activity, as it exists in an enantiomerically pure form, contributing to its effectiveness in asymmetric synthesis. Additionally, (-)-BINAP is soluble in organic solvents, which aids in its application in various reaction conditions. Its stability and reactivity under different conditions make it a versatile tool in modern organic chemistry and industrial applications.
Formula:C44H32P2
InChI:InChI=1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H
InChI key:InChIKey=MUALRAIOVNYAIW-UHFFFAOYSA-N
SMILES:P(C1=C(C2=C(C=C1)C=CC=C2)C3=C(P(C4=CC=CC=C4)C5=CC=CC=C5)C=CC6=C3C=CC=C6)(C7=CC=CC=C7)C8=CC=CC=C8
Synonyms:
  • (+/-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
  • (-)-Binap
  • (1S)-[1,1′-Binaphthalene]-2,2′-diylbis[diphenylphosphine]
  • (S)-(-)-(1,1′-Binaphthalene-2,2′-diyl)bis(diphenylphosphine)
  • (S)-(-)-2,2'-Bis(diphenylphospho)-1,1'-Dinaphthalene
  • (S)-(-)-2,2'-Bis(diphenylphosphosino)-1,1'-binaphthyl
  • (S)-(-)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthalene
  • 1,1′-[(1S)-[1,1′-Binaphthalene]-2,2′-diyl]bis[1,1-diphenylphosphine]
  • Phosphine, (1S)-[1,1′-binaphthalene]-2,2′-diylbis[diphenyl-
  • Phosphine, 1,1′-[(1S)-[1,1′-binaphthalene]-2,2′-diyl]bis[1,1-diphenyl-
  • See more synonyms
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