Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]phosphine

CAS No. 1810068-31-5
Cat. No. CS-0035237
Purity≥98%
MDL No.None

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Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]phosphine|CS-0035237

Structure of 1810068-31-5

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Description

This bulky, electron-deficient phosphine features sterically shielded aryl groups and strategically positioned methoxy and isopropoxy substituents that enhance solubility and stability. The 3,5-bis(trifluoromethyl)phenyl units impart strong electron-withdrawing character, while the 3,6-dimethoxy-2',6'-bis(1-methylethoxy)biaryl backbone provides robust steric protection. Designed for palladium-catalyzed cross-coupling reactions under challenging conditions, it enables efficient coupling of refractory substrates with minimal catalyst decomposition.

Application

Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]phosphine serves as a sterically hindered, electron-rich phosphine ligand that enables efficient transition-metal-catalyzed cross-coupling reactions. Its robust bench stability and tolerance to air and moisture facilitate reliable use in palladium- and nickel-catalyzed processes. The ligand supports high-yielding transformations in Suzuki-Miyaura, Negishi, and Stille couplings, particularly with challenging substrates such as aryl chlorides and sterically congested partners.

General Information

CAS No. 1810068-31-5
Cat. No. CS-0035237
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₃₁F₁₂O₄P
Molecular Weight 786.58
Synonym(s) 2-[Bis(3,5-trifluoromethylphenylphosphino)-3,6-dimethoxy]-2',6'-di-i-propoxy-1,1'-biphenyl
SMILES COC1=CC=C(OC)C(P(C2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2)C3=CC(C(F)(F)F)=CC(C(F)(F)F)=C3)=C1C4=C(OC(C)C)C=CC=C4OC(C)C

Computational Chemistry Data

TPSA 36.92
LogP 10.7786
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 10

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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Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]phosphine

CAS No. 1810068-31-5

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