(S)-3,3'-Di-9-anthracenyl-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

Name: (S)-3,3'-Di-9-anthracenyl-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol
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CAS No. 2757287-35-5
Cat. No. CS-0614815
Purity≥97%
MDL No.None

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(S)-3,3'-Di-9-anthracenyl-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol|CS-0614815

Structure of 2757287-35-5

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General Information

CAS No. 2757287-35-5
Cat. No. CS-0614815
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₈H₃₈O₂
Molecular Weight 646.81
Synonym(s) None
SMILES OC1=[C@]([C@]2=C(C=CC=C3)C3=CC4=C2C=CC=C4)C=C5CCCCC5=[C@]1[C@]6=C(O)C(C7=C(C=CC=C8)C8=CC9=C7C=CC=C9)=CC%10=C6CCCC%10

Description

(S)-3,3'-Di-9-anthracenyl-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol features a sterically encumbered binaphthyl scaffold bearing two anthracene moieties and diol functionality. This configuration enables strong π-stacking interactions and provides a rigid chiral environment ideal for asymmetric catalysis and supramolecular assembly.

Application

(S)-3,3'-Di-9-anthracenyl-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol serves as a sterically hindered, chiral diol scaffold with high thermal stability and excellent functional group tolerance. Its anthracenyl substituents provide extended π-conjugation and enhance rigidity, enabling precise stereocontrol in asymmetric synthesis. The molecule functions effectively as a ligand in transition-metal catalysis and facilitates enantioselective transformations due to its well-defined chiral pocket and resistance to racemization under standard reaction conditions.

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

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Computational Chemistry Data

TPSA 40.46
LogP 12.4692
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Anthracene compounds

Catalysts and Ligands Ligands Double Alcohol Ligands 8H-BINOL Ligands

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents Privileged Ligands and Complexes

Key Words

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(S)-3,3'-Di-9-anthracenyl-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol

CAS No. 2757287-35-5

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