(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine]

Name: (R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine]
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CAS No. 352655-61-9
Cat. No. CS-0086836
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
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(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine]|CS-0086836

Structure of 352655-61-9

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General Information

CAS No. 352655-61-9
Cat. No. CS-0086836
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 C₇₄H₁₀₄O₆P₂
Molecular Weight 1151.56
Synonym(s) (S)-3,5-t-Bu-4-MeO-MeOBIPHEP, SL-A109-2, (S)-[6,6μ-Dimethoxy(1,1μ-biphenyl)-2,2μ-diyl]bis{bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphine}
SMILES COC1=CC=CC([P]C2=CC(C(C)(C)C)=C(OC)C(C(C)(C)C)=C2)=C1C3=C(OC)C=CC=C3[P]C4=CC(C(C)(C)C)=C(OC)C(C(C)(C)C)=C4

Description

This chiral phosphine ligand features a rigid biphenyl backbone with electron-rich, sterically shielded aryl groups that enhance stability and catalytic performance. The (R)-configuration imparts enantioselectivity in transition metal-catalyzed reactions, particularly in asymmetric cross-coupling and hydrogenation processes. Its robust structure resists oxidation and maintains activity under standard bench conditions.

Application

(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine] is a sterically demanding, chiral bisphosphine ligand that enables high enantioselectivity in palladium-catalyzed cross-coupling reactions. Its robust ortho-substituted aryl framework ensures bench stability and facilitates catalyst recovery, while the methoxy groups enhance solubility and modulate electronic properties. Functions effectively in Suzuki-Miyaura and Negishi couplings involving challenging substrates.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 36.92
LogP 9.8366
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 9

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(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine]

CAS No. 352655-61-9

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