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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 2374958-80-0

  • Cat. No. CS-0436606
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(4S,4'S)-1,1'-Bis(3-(tert-butyl)phenyl)-4,4'-diisopropyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole|CS-0436606

Structure of 2374958-80-0

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General Information

  • CAS No. 2374958-80-0
  • Cat. No. CS-0436606
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₂H₄₆N₄
  • Molecular Weight 486.73
  • Synonym(s) None
  • SMILES CC(C)[C@@H]1CN(C2=CC=CC(C(C)(C)C)=C2)C(C3=N[C@@H](C(C)C)CN3C4=CC(C(C)(C)C)=CC=C4)=N1

Description

This chiral bis-imidazole features two tert-butyl-substituted aryl groups and diisopropyl moieties at the 4,4' positions, conferring exceptional steric shielding and solution stability. The (4S,4'S) stereochemistry ensures precise spatial control, enabling its use as a robust ligand in asymmetric catalysis and as a scaffold for functional materials requiring defined three-dimensional architecture under standard bench conditions.

Application

(4S,4'S)-1,1'-Bis(3-(tert-butyl)phenyl)-4,4'-diisopropyl-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole serves as a sterically hindered, bench-stable chiral ligand that enables asymmetric catalysis in transition-metal-mediated transformations. Its rigid biimidazole core and bulky substituents provide high enantioselectivity in palladium- and copper-catalyzed cross-coupling reactions, with excellent 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+P364

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Computational Chemistry Data

  • TPSA   31.2
  • LogP   7.468
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   5

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