(4S,4'S)-4,4'-Dicyclohexyl-1,1'-di-p-tolyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole

Name: (4S,4'S)-4,4'-Dicyclohexyl-1,1'-di-p-tolyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole
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CAS No. 2374958-78-6
Cat. No. CS-0436563
Molecule weight482.70
Purity≥98%
MDL No.None

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(4S,4'S)-4,4'-Dicyclohexyl-1,1'-di-p-tolyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole|CS-0436563

Structure of 2374958-78-6

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General Information

CAS No. 2374958-78-6
Cat. No. CS-0436563
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₂H₄₂N₄
Molecular Weight 482.70
Synonym(s) None
SMILES CC(C=C1)=CC=C1N2C(C3=N[C@@H](C4CCCCC4)CN3C5=CC=C(C)C=C5)=N[C@@H](C6CCCCC6)C2

Description

This chiral bis-imidazole features two cyclohexyl and two para-tolyl substituents positioned at the 4 and 4′-vertices, creating a rigid, electron-rich scaffold with enhanced steric shielding. The tetrahydrobiimidazole core provides stability and facilitates coordination in asymmetric catalysis. Its defined stereochemistry at the 4 and 4′ positions enables precise control in transition-metal complexes.

Application

(4S,4'S)-4,4'-Dicyclohexyl-1,1'-di-p-tolyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole serves as a sterically hindered, bench-stable chiral ligand that facilitates asymmetric catalysis in transition-metal-mediated transformations. Its rigid biimidazole core with complementary aryl and cyclohexyl substituents enables precise stereocontrol in cross-coupling and hydrogenation reactions, offering high functional group tolerance and ease of purification.

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
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 31.2
LogP 7.33844
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 5

Key Words

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(4S,4'S)-4,4'-Dicyclohexyl-1,1'-di-p-tolyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole

CAS No. 2374958-78-6

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