(2R,4R)-Pentane-2,4-diylbis(bis(3,5-dimethylphenyl)phosphine)

Name: (2R,4R)-Pentane-2,4-diylbis(bis(3,5-dimethylphenyl)phosphine)
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CAS No. 217648-63-0
Cat. No. CS-0698650
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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(2R,4R)-Pentane-2,4-diylbis(bis(3,5-dimethylphenyl)phosphine)|CS-0698650

Structure of 217648-63-0

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General Information

CAS No. 217648-63-0
Cat. No. CS-0698650
Purity ≥98%
MDL No. None
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₇H₄₆P₂
Molecular Weight 552.71
Synonym(s) None
SMILES C[C@H](C[C@@H](C)P(C1=CC(C)=CC(C)=C1)C1=CC(C)=CC(C)=C1)P(C1=CC(C)=CC(C)=C1)C1=CC(C)=CC(C)=C1

Description

This chiral bisphosphine ligand features two phosphine groups tethered by a rigid pentane backbone, with each phosphorus atom flanked by sterically hindered 3,5-dimethylphenyl rings. The (2R,4R) stereochemistry ensures precise spatial control, enabling high selectivity in transition metal-catalyzed asymmetric transformations. Designed for robust performance under standard conditions, it delivers enhanced catalyst stability and reproducible enantioselectivity in cross-coupling and hydrogenation reactions.

Application

(2R,4R)-Pentane-2,4-diylbis(bis(3,5-dimethylphenyl)phosphine) serves as a chiral, bidentate phosphine ligand enabling efficient transition-metal-catalyzed cross-coupling reactions. Its sterically shielded aryl groups enhance stability and selectivity in palladium- and nickel-catalyzed processes, facilitating C–C bond formation under mild conditions. The ligand exhibits excellent functional group tolerance and ease of purification, making it well-suited for iterative synthesis and scale-up applications in medicinal chemistry and materials science.

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-P305+P351+P338-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 0
LogP 8.88666
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 8

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Catalysis Phosphorous Compounds Polydentate Phosphine Ligands

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents Hydrogenation

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents Chiral Ligands (Other)

Key Words

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(2R,4R)-Pentane-2,4-diylbis(bis(3,5-dimethylphenyl)phosphine)

CAS No. 217648-63-0

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