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

Name: 2,6-Bis[(4R,5R)-4,5-dihydro-1-[(4-methylphenyl)sulfonyl]-4,5-diphenyl-1H-imidazol-2-yl]pyridine
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CAS No. 863491-57-0
Cat. No. CS-0091908
Molecule weight828.01
Purity≥97%
MDL No.None

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2,6-Bis[(4R,5R)-4,5-dihydro-1-[(4-methylphenyl)sulfonyl]-4,5-diphenyl-1H-imidazol-2-yl]pyridine|CS-0091908

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General Information

CAS No. 863491-57-0
Cat. No. CS-0091908
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₉H₄₁N₅O₄S₂
Molecular Weight 828.01
Synonym(s) None
SMILES CC1=CC=C(S(N2C(C3=CC=CC(C4=N[C@H](C5=CC=CC=C5)[C@@H](C6=CC=CC=C6)N4S(C7=CC=C(C)C=C7)(=O)=O)=N3)=N[C@H](C8=CC=CC=C8)[C@H]2C9=CC=CC=C9)(=O)=O)C=C1

Description

This pyridine-based ligand features two sterically encumbered imidazol-2-yl groups, each bearing a methylphenylsulfonyl and diphenyl substituent. The chelating scaffold delivers enhanced stability and electron-rich character in transition metal catalysis, enabling efficient coordination in palladium-catalyzed cross-coupling reactions under standard conditions.

Application

2,6-Bis[(4R,5R)-4,5-dihydro-1-[(4-methylphenyl)sulfonyl]-4,5-diphenyl-1H-imidazol-2-yl]pyridine serves as a sterically hindered, bench-stable N-heterocyclic carbene precursor with high functional group tolerance. It facilitates palladium-catalyzed cross-coupling reactions under mild conditions, enabling efficient construction of biaryl and heteroaryl scaffolds. The diphenyl-substituted imidazolium core enhances stability and solubility, supporting scalable synthesis and straightforward purification—ideal for 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 112.37
LogP 9.56584
H_Acceptors 7
H_Donors 0
Rotatable_Bonds 10

Key Words

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

CAS No. 863491-57-0

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