2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-1H-imidazol-2-yl]pyridine

Name: 2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-1H-imidazol-2-yl]pyridine
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CAS No. 863491-46-7
Cat. No. CS-0091907
Purity≥97%
MDL No.None

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2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-1H-imidazol-2-yl]pyridine|CS-0091907

Structure of 863491-46-7

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Description

This pyridine-based ligand features two chiral imidazolyl substituents that confer high stereochemical stability and enhanced metal-binding affinity. The diphenyl-substituted imidazol rings provide steric bulk and electron-donating character, enabling efficient coordination in asymmetric catalysis. Designed for robust performance under standard bench conditions, this bidentate scaffold facilitates precise control over transition metal complexes in synthetic transformations.

Application

2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-1H-imidazol-2-yl]pyridine serves as a sterically demanding, bench-stable bis-imidazoline ligand that facilitates transition-metal-catalyzed cross-coupling reactions. Its rigid, chelating architecture enables effective coordination to palladium and nickel centers, enhancing catalyst stability and selectivity in Suzuki-Miyaura and Negishi coupling processes. The molecule’s high functional group tolerance and ease of purification make it well-suited for iterative synthesis and scale-up applications in medicinal chemistry and materials science.

General Information

CAS No. 863491-46-7
Cat. No. CS-0091907
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₅H₂₉N₅
Molecular Weight 519.64
Synonym(s) 2,6-bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-1H-imidazol-2-yl]-Pyridine
SMILES C1(C2=N[C@H](C3=CC=CC=C3)[C@@H](C4=CC=CC=C4)N2)=CC=CC(C5=N[C@H](C6=CC=CC=C6)[C@@H](C7=CC=CC=C7)N5)=N1

Computational Chemistry Data

TPSA 61.67
LogP 6.7464
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 6

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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2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-1H-imidazol-2-yl]pyridine

CAS No. 863491-46-7

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