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CS-W001157 4
Total: USD 88.00

(S)​-3,​3'-​Bis([1,​1':3',​1''-​terphenyl]​-​5'-​yl)​-[1,​1'-​binaphthalene]​-​2,​2'-​diol

  • CAS No. 1496637-10-5

  • Cat. No. CS-0087188
  • Purity≥97%
  • MDL No.None

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

(S)​-3,​3'-​Bis([1,​1':3',​1''-​terphenyl]​-​5'-​yl)​-[1,​1'-​binaphthalene]​-​2,​2'-​diol|CS-0087188

Structure of 1496637-10-5

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General Information

  • CAS No. 1496637-10-5
  • Cat. No. CS-0087188
  • 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 C₅₆H₃₈O₂
  • Molecular Weight 742.90
  • Synonym(s) None
  • SMILES OC1=[C@]([C@]2=C(C=CC=C3)C3=CC(C4=CC(C5=CC=CC=C5)=CC(C6=CC=CC=C6)=C4)=C2O)C7=C(C=CC=C7)C=C1C8=CC(C9=CC=CC=C9)=CC(C%10=CC=CC=C%10)=C8

Description

(S)-3,3'-Bis([1,1':3',1''-terphenyl]-5'-yl)-[1,1'-binaphthalene]-2,2'-diol features a chiral binaphthyl scaffold with sterically demanding terphenyl substituents that enhance rigidity and define a deep, well-shielded chiral pocket. This configuration promotes high enantioselectivity in asymmetric catalysis and stabilizes transition states through π–π interactions. The diol functionality enables metal coordination and hydrogen bonding networks, making it effective in asymmetric synthesis and ligand design.

Application

(S)-3,3'-Bis([1,1':3',1''-terphenyl]-5'-yl)-[1,1'-binaphthalene]-2,2'-diol serves as a sterically hindered, enantiomerically pure chiral ligand that facilitates asymmetric catalysis in transition-metal-catalyzed reactions. Its rigid binaphthyl backbone and extended terphenyl substituents provide enhanced stereocontrol and robustness under varied reaction conditions, enabling high enantioselectivity in cross-coupling and hydrogenation processes. The diol functionality offers reliable coordination to metal centers while maintaining bench stability and ease of purification.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   15.0732
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   7

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