N,N'-[(1R,2R)-1,2-Diphenyl-1,2-ethanediyl]bis[2-diphenylphosphinobenzamide]

Name: N,N'-[(1R,2R)-1,2-Diphenyl-1,2-ethanediyl]bis[2-diphenylphosphinobenzamide]
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CAS No. 138517-62-1
Cat. No. CS-0093181
Purity≥95%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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N,N'-[(1R,2R)-1,2-Diphenyl-1,2-ethanediyl]bis[2-diphenylphosphinobenzamide]|CS-0093181

Structure of 138517-62-1

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General Information

CAS No. 138517-62-1
Cat. No. CS-0093181
Purity ≥95%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅₂H₄₂N₂O₂P₂
Molecular Weight 788.85
Synonym(s) N,N'-[(1R,2R)-1,2-diphenyl-1,2-ethanediyl]bis[2-(diphenylphosphino)-BenzaMide
SMILES O=C(C1=CC=CC=C1P(C2=CC=CC=C2)C3=CC=CC=C3)N[C@H](C4=CC=CC=C4)[C@H](NC(C5=C(P(C6=CC=CC=C6)C7=CC=CC=C7)C=CC=C5)=O)C8=CC=CC=C8

Description

This chiral bisphosphine ligand features two diphenylphosphino groups tethered by a rigid (1R,2R)-diphenylethane backbone, enabling precise spatial control in asymmetric catalysis. The amide linkages enhance solubility and stability while maintaining high electron density at phosphorus. Designed for transition metal complexes in enantioselective transformations, it delivers robust performance under standard bench conditions.

Application

N,N'-[(1R,2R)-1,2-Diphenyl-1,2-ethanediyl]bis[2-diphenylphosphinobenzamide] serves as a chiral bidentate phosphine ligand enabling efficient transition-metal-catalyzed cross-coupling reactions. Its rigid diphenylethane backbone imparts high stereochemical stability, while the ortho-diphenylphosphinoaryl groups provide strong electron donation and robust metal coordination. The ligand exhibits excellent bench stability, facilitates catalyst activation under mild conditions, and enables high yields in Suzuki-Miyaura and Negishi couplings with diverse aryl halides.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 58.2
LogP 8.8454
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 13

Key Words

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N,N'-[(1R,2R)-1,2-Diphenyl-1,2-ethanediyl]bis[2-diphenylphosphinobenzamide]

CAS No. 138517-62-1

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