(R)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphine oxide]

Name: (R)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphine oxide]
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CAS No. 94041-16-4
Cat. No. CS-0087370
Purity≥97%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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(R)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphine oxide]|CS-0087370

Structure of 94041-16-4

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General Information

CAS No. 94041-16-4
Cat. No. CS-0087370
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 C₄₄H₃₂O₂P₂
Molecular Weight 654.67
Synonym(s) (1R)-[1,1'-binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-Phosphine oxide
SMILES O=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=C4C(C=CC=C4)=C3C5=C(P(C6=CC=CC=C6)(C7=CC=CC=C7)=O)C=CC8=C5C=CC=C8

Description

This chiral phosphine oxide features a rigid binaphthyl backbone with two diphenylphosphine oxide groups, delivering high stereochemical stability and strong metal coordination. It serves as a robust ligand in asymmetric catalysis, enabling precise control over enantioselective transformations under standard conditions.

Application

(R)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphine oxide] serves as a robust chiral ligand in transition-metal-catalyzed asymmetric synthesis, enabling high enantioselectivity in reactions such as hydrogenation and cross-coupling. Its rigid binaphthyl backbone and sterically protected phosphine oxide groups confer excellent thermal stability and resistance to oxidation, facilitating straightforward handling and purification. The ligand demonstrates broad functional group tolerance and is well-suited for both academic research and process-scale 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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 34.14
LogP 8.9388
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 7

Key Words

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(R)-[1,1'-Binaphthalene]-2,2'-diylbis[1,1-diphenyl-1,1'-phosphine oxide]

CAS No. 94041-16-4

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