(4S,4'S)-1,1'-Bis(3-(tert-butyl)phenyl)-4,4'-diisobutyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole

Name: (4S,4'S)-1,1'-Bis(3-(tert-butyl)phenyl)-4,4'-diisobutyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole
Brand: ChemScene
Availability: InStock
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CAS No. 2828440-25-9
Cat. No. CS-0620864
Purity≥98%
MDL No.None

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(4S,4'S)-1,1'-Bis(3-(tert-butyl)phenyl)-4,4'-diisobutyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole|CS-0620864

Structure of 2828440-25-9

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General Information

CAS No. 2828440-25-9
Cat. No. CS-0620864
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₄H₅₀N₄
Molecular Weight 514.79
Synonym(s) None
SMILES CC(C[C@@H]1CN(C2=CC=CC(C(C)(C)C)=C2)C(C3=N[C@@H](CC(C)C)CN3C4=CC(C(C)(C)C)=CC=C4)=N1)C

Description

This chiral bis-imidazole features two sterically shielded tert-butyl-substituted aryl groups flanking a rigid, electron-rich core. The diisobutyl substituents enhance solubility and stability while maintaining precise spatial orientation for asymmetric catalysis applications.

Application

(4S,4'S)-1,1'-Bis(3-(tert-butyl)phenyl)-4,4'-diisobutyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole serves as a sterically hindered, bench-stable chiral ligand scaffold enabling selective transition-metal-catalyzed asymmetric transformations. Its rigid biimidazole core with tailored aryl and alkyl substituents provides excellent functional group tolerance and facilitates efficient coordination in palladium- and nickel-catalyzed cross-couplings, particularly in Suzuki-Miyaura and Negishi reactions. The structure supports high enantioselectivity and reproducible performance in iterative synthesis workflows.

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+P364

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Computational Chemistry Data

TPSA 31.2
LogP 8.2482
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 7

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(4S,4'S)-1,1'-Bis(3-(tert-butyl)phenyl)-4,4'-diisobutyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole

CAS No. 2828440-25-9

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