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

Name: (S)-3,3'-Di-9-phenanthrenyl-[1,1'-binaphthalene]-2,2'-diol
Brand: ChemScene
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CAS No. 957111-25-0
Cat. No. CS-0086374
Purity≥97%
MDL No.None

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

Structure of 957111-25-0

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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.

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

Computational Chemistry Data

TPSA 40.46
LogP 13.018
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

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

CAS No. 957111-25-0

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