1,1'-[(1S,3S)-1,3-dimethyl-1,3-propanediyl]bis[1,1-bis[4-(1,1-dimethylethyl)phenyl]-Phosphine

Name: 1,1'-[(1S,3S)-1,3-dimethyl-1,3-propanediyl]bis[1,1-bis[4-(1,1-dimethylethyl)phenyl]-Phosphine
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CAS No. 911415-22-0
Cat. No. CS-0201559
Purity≥97%
MDL No.None

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1,1'-[(1S,3S)-1,3-dimethyl-1,3-propanediyl]bis[1,1-bis[4-(1,1-dimethylethyl)phenyl]-Phosphine|CS-0201559

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General Information

CAS No. 911415-22-0
Cat. No. CS-0201559
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₅H₆₂P₂
Molecular Weight 664.92
Synonym(s) Phosphine, [(1S,3S)-1,3-dimethyl-1,3-propanediyl]bis[bis[4-(1,1-dimethylethyl)phenyl]- (9CI)
SMILES C[C@@H](C[C@H](C)P(C1=CC=C(C(C)(C)C)C=C1)C2=CC=C(C(C)(C)C)C=C2)P(C3=CC=C(C(C)(C)C)C=C3)C4=CC=C(C(C)(C)C)C=C4

Description

This sterically hindered phosphine ligand features two electron-rich aryl groups flanking a chiral propanediyl backbone, enabling robust coordination in palladium-catalyzed cross-coupling reactions. The bulky tert-butyl substituents enhance stability and prevent undesired decomposition pathways under standard conditions.

Application

1,1'-[(1S,3S)-1,3-dimethyl-1,3-propanediyl]bis[1,1-bis[4-(1,1-dimethylethyl)phenyl]-phosphine] serves as a sterically hindered, bench-stable phosphine ligand that facilitates palladium-catalyzed cross-coupling reactions. Its bis(tert-butyl)aryl substitution enhances oxidative stability and promotes efficient catalyst turnover in Suzuki-Miyaura and Negishi couplings. The chiral propanediyl backbone provides controlled spatial orientation, improving selectivity in asymmetric transformations. This ligand enables high-yielding reactions under mild conditions with broad functional group tolerance.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 0
LogP 11.6093
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 8

Key Words

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1,1'-[(1S,3S)-1,3-dimethyl-1,3-propanediyl]bis[1,1-bis[4-(1,1-dimethylethyl)phenyl]-Phosphine

CAS No. 911415-22-0

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