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

Name: N,N'-[(1S,2S)-1,2-Diphenyl-1,2-ethanediyl]bis[2-diphenylphosphinobenzamide]
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CAS No. 143668-57-9
Cat. No. CS-0093213
Purity≥95%
MDL No.None

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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'-[(1S,2S)-1,2-Diphenyl-1,2-ethanediyl]bis[2-diphenylphosphinobenzamide]|CS-0093213

Structure of 143668-57-9

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General Information

CAS No. 143668-57-9
Cat. No. CS-0093213
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'-[(1S,2S)-1,2-diphenyl-1,2-ethanediyl]bis[2-(diphenylphosphino)-BenzaMide
SMILES O=C(N[C@@H](C1=CC=CC=C1)[C@@H](NC(C2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4)=O)C5=CC=CC=C5)C6=C(P(C7=CC=CC=C7)C8=CC=CC=C8)C=CC=C6

Description

This chiral bisphosphine ligand features two diphenylphosphino groups tethered by a rigid (1S,2S)-diphenylethane backbone, enabling precise stereocontrol in asymmetric catalysis. The amide linkages enhance solubility and stability, while the electron-rich phosphorus centers facilitate metal coordination. Designed for transition-metal-catalyzed reactions requiring high enantioselectivity.

Application

N,N'-[(1S,2S)-1,2-Diphenyl-1,2-ethanediyl]bis[2-diphenylphosphinobenzamide] serves as a chiral bidentate phosphine ligand that enables efficient transition-metal-catalyzed cross-coupling reactions. Its rigid diphenylethane backbone and ortho-phosphine functionality provide excellent stereocontrol and metal coordination stability. The ligand exhibits high bench stability, tolerance to diverse functional groups, and facilitates catalytic cycles in Suzuki-Miyaura and Negishi couplings, making it a reliable choice for complex molecule synthesis.

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

CAS No. 143668-57-9

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