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(S)-3,3'-Di-9-phenanthrenyl-[1,1'-binaphthalene]-2,2'-diol

  • CAS No. 957111-25-0

  • Cat. No. CS-0086374
  • Molecule weight638.75
  • Purity≥97%
  • MDL No.None

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

(S)-3,3'-Di-9-phenanthrenyl-[1,1'-binaphthalene]-2,2'-diol|CS-0086374

Structure of 957111-25-0

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General Information

  • CAS No. 957111-25-0
  • Cat. No. CS-0086374
  • 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 C₄₈H₃₀O₂
  • Molecular Weight 638.75
  • Synonym(s) (1S)-3,3-DI(PHENANTHREN-9-YL)-1,1-BINAPHTHYL-2,2-DIOL
  • SMILES OC1=[C@]([C@]2=C(C=CC=C3)C3=CC(C4=C(C=CC=C5)C5=C(C=CC=C6)C6=C4)=C2O)C7=CC=CC=C7C=C1C8=CC(C=CC=C9)=C9C%10=C8C=CC=C%10

Description

(S)-3,3'-Di-9-phenanthrenyl-[1,1'-binaphthalene]-2,2'-diol is a chiral binaphthyl scaffold featuring two 9-phenanthrenyl substituents at the 3,3'-positions and hydroxyl groups at the 2,2'-positions. This configuration delivers a rigid, electron-rich framework ideal for asymmetric catalysis and chiral sensing applications.

Application

(S)-3,3'-Di-9-phenanthrenyl-[1,1'-binaphthalene]-2,2'-diol is a chiral bisphenolic scaffold that functions as a robust ligand platform in asymmetric catalysis. Its rigid binaphthyl core with sterically demanding phenanthrenyl substituents enhances enantioselectivity in transition-metal-catalyzed reactions. The diol moiety provides reliable coordination sites for metals such as Pd, Cu, and Rh, enabling efficient stereoselective transformations. Bench-stable and readily purified by column chromatography, it serves as a practical building block for advanced catalyst design in synthetic and pharmaceutical applications.

Safety Information

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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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   13.018
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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