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CS-W001157 4
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(S)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphine oxide]

  • CAS No. 94041-18-6

  • Cat. No. CS-0087373
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(S)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphine oxide]|CS-0087373

Structure of 94041-18-6

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General Information

  • CAS No. 94041-18-6
  • Cat. No. CS-0087373
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₄H₃₂O₂P₂
  • Molecular Weight 654.67
  • Synonym(s) (1S)-[1,1'-binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-Phosphine oxide
  • SMILES O=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=C4C(C=CC=C4)=[C@]3[C@]5=C(P(C6=CC=CC=C6)(C7=CC=CC=C7)=O)C=CC8=C5C=CC=C8

Description

This chiral phosphine oxide features a rigid binaphthyl backbone with two diphenylphosphine oxide groups, delivering high stereochemical stability and strong ligand coordination. Ideal for asymmetric catalysis, it integrates readily into transition metal complexes where precise spatial control is essential.

Application

(S)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphine oxide] serves as a chiral ligand in transition-metal-catalyzed asymmetric synthesis, enabling high enantioselectivity in reactions such as hydrogenation, allylic alkylation, and cross-coupling. Its rigid binaphthyl backbone and sterically encumbered phosphine oxide groups provide excellent configurational stability and facilitate catalyst formation with palladium, rhodium, and ruthenium complexes. The compound exhibits good bench stability and ease of handling, making it suitable for reproducible scale-up in industrial R&D workflows.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   8.9388
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   7

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