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Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl]phosphine
[CAS# 1160861-60-8]

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Complete supplier list of Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl]phosphine
Identification
Classification Organic raw materials >> Aryl compounds >> Biphenyl compounds
Name Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl]phosphine
Molecular Structure CAS # 1160861-60-8, Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl]phosphine
Molecular Formula C39H37F12O2P
Molecular Weight 796.68
CAS Registry Number 1160861-60-8
SMILES CC(C)C1=CC(=C(C(=C1)C(C)C)C2=C(C=CC(=C2P(C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F)OC)OC)C(C)C
Properties
Melting point 186-190 ºC
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H302-H315-H319-H335    Details
Precautionary Statements P261-P305+P351+P338    Details
SDS Available
up Discovory and Applicatios
Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl]phosphine is a sophisticated organophosphorus compound with significant utility in modern chemistry. This compound features a unique structure, with the central phosphorus atom coordinated by two bulky and electron-rich ligands, each contributing to its distinct chemical properties.

The discovery of this compound emerged from the need for advanced phosphine ligands in catalytic chemistry. Phosphine ligands play a crucial role in stabilizing metal centers and modulating the electronic environment around them, which is essential for optimizing catalytic activity. The specific design of Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl]phosphine was aimed at enhancing the performance of catalytic systems, particularly in reactions requiring high levels of steric hindrance and electronic tuning.

The structure of this phosphine compound includes two 3,5-bis(trifluoromethyl)phenyl groups and a 3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl group. The trifluoromethyl groups significantly increase the electron-withdrawing properties of the ligand, while the dimethoxy and triisopropyl groups provide additional steric bulk. This combination of features contributes to the ligand’s ability to stabilize metal centers in catalytic complexes, making it highly effective in a range of chemical reactions.

In practical applications, Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl]phosphine is used primarily in transition metal catalysis. Its role as a ligand in metal complexes enhances the efficiency and selectivity of various reactions, including cross-coupling processes and hydrogenation. For instance, in palladium-catalyzed cross-coupling reactions, this phosphine ligand improves the reactivity and selectivity of the catalyst, leading to higher yields and purer products. Similarly, in hydrogenation reactions, the ligand facilitates the formation of more active and selective metal catalysts.

The phosphine’s electronic and steric properties are particularly beneficial in fine chemical synthesis and pharmaceuticals. In these fields, precise control over reaction conditions and product formation is critical. The use of Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl]phosphine allows chemists to achieve desired outcomes with greater accuracy, leading to the development of new compounds and materials with specific properties.

Moreover, the development of this phosphine ligand reflects a broader trend in synthetic chemistry towards the design of more effective and versatile ligands. By fine-tuning the electronic and steric characteristics of ligands, researchers can optimize catalytic processes and expand the scope of reactions that can be performed.

In summary, Bis[3,5-bis(trifluoromethyl)phenyl][3,6-dimethoxy-2',4',6'-triisopropyl[1,1'-biphenyl]-2-yl]phosphine represents an advanced phosphine ligand that enhances the performance of metal-catalyzed reactions. Its discovery and application underscore the importance of ligand design in achieving efficient and selective catalytic processes.
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