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CS-W001157 4
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(4S,4'S)-4,4'-Diisopropyl-1,1'-bis(4-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole

  • CAS No. 2374958-84-4

  • Cat. No. CS-0436579
  • Molecule weight510.52
  • Purity≥98%
  • MDL No.None

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

(4S,4'S)-4,4'-Diisopropyl-1,1'-bis(4-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole|CS-0436579

Structure of 2374958-84-4

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General Information

  • CAS No. 2374958-84-4
  • Cat. No. CS-0436579
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₂₈F₆N₄
  • Molecular Weight 510.52
  • Synonym(s) None
  • SMILES CC(C)[C@@H]1CN(C2=CC=C(C(F)(F)F)C=C2)C(C3=N[C@@H](C(C)C)CN3C4=CC=C(C(F)(F)F)C=C4)=N1

Description

This chiral bis-imidazole features two trifluoromethyl-substituted aryl groups and sterically demanding isopropyl moieties, conferring enhanced solubility and stability. The rigid, electron-deficient framework enables effective coordination in asymmetric catalysis and ligand design.

Application

(4S,4'S)-4,4'-Diisopropyl-1,1'-bis(4-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole serves as a sterically encumbered, bench-stable chiral ligand scaffold in transition-metal catalysis. Its rigid biimidazole core with ortho-substituted trifluoromethyl aryl groups enables effective coordination to palladium and nickel centers, facilitating asymmetric cross-coupling reactions. The diisopropyl substituents enhance solubility and reduce aggregation, while the tetrahydro configuration maintains conformational rigidity critical for enantioselectivity. This structure functions reliably in standard synthetic workflows requiring high stereocontrol and functional group tolerance.

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   6.9106
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   5

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