(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

Name: (S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
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CAS No. 361342-52-1
Cat. No. CS-B0725
Purity≥95%
MDL No.None

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(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate|CS-B0725

Structure of 361342-52-1

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General Information

CAS No. 361342-52-1
Cat. No. CS-B0725
Purity ≥95%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₈H₂₉O₄P
Molecular Weight 700.72
Synonym(s) S-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
SMILES OP1(OC2=C(C3=CC=CC=C3C=C2C4=C5C(C=CC=C5)=CC6=C4C=CC=C6)C7=C([C@@]([C@@]8=C(C=CC=C9)C9=CC%10=C8C=CC=C%10)=CC%11=CC=CC=C7%11)O1)=O

Description

(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate features a chiral binaphthyl backbone with anthracenyl substituents flanking a phosphoryl group, delivering high rigidity and defined spatial orientation. This configuration enables precise stereochemical control in asymmetric catalysis and molecular recognition applications.

Application

(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate serves as a chiral phosphoric acid catalyst in asymmetric synthesis, enabling enantioselective transformations such as Friedel-Crafts alkylations and Mannich reactions. Its rigid binaphthyl backbone with anthracene appendages enhances π-stacking interactions and stereocontrol, while the hydrogenphosphate group offers tunable acidity and improved solubility. The compound exhibits excellent bench stability and facilitates high enantiomeric excesses in established protocols.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 55.76
LogP 13.4784
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Key Words

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(S)-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate

CAS No. 361342-52-1

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