(4S,4'S)-4,4'-Di-sec-butyl-1,1'-bis(3-(tert-butyl)phenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole

Name: (4S,4'S)-4,4'-Di-sec-butyl-1,1'-bis(3-(tert-butyl)phenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole
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CAS No. 2697181-89-6
Cat. No. CS-0436608
Purity≥98%
MDL No.None

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(4S,4'S)-4,4'-Di-sec-butyl-1,1'-bis(3-(tert-butyl)phenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole|CS-0436608

Structure of 2697181-89-6

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General Information

CAS No. 2697181-89-6
Cat. No. CS-0436608
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@H](C)[C@@H]1CN(C2=CC=CC(C(C)(C)C)=C2)C(C3=N[C@@H]([C@H](C)CC)CN3C4=CC(C(C)(C)C)=CC=C4)=N1

Description

This chiral bis-imidazole features two (S)-sec-butyl groups and sterically shielded tert-butylphenyl substituents, delivering enhanced stability and solubility in organic media. The rigid, C₂-symmetric scaffold enables precise spatial control in asymmetric catalysis and molecular recognition applications.

Application

(4S,4'S)-4,4'-Di((S)-sec-butyl)-1,1'-bis(3-(tert-butyl)phenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole serves as a sterically encumbered, chiral bis-imidazole ligand designed for transition-metal catalysis. Its robust bench stability and orthogonal functional group tolerance enable reliable coordination in Pd- or Ni-catalyzed cross-coupling reactions. The (S)-sec-butyl and tert-butyl substituents provide enhanced stereochemical control and prevent undesired aggregation, facilitating efficient catalyst turnover and purification in asymmetric 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 : 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 31.2
LogP 8.2482
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 7

Key Words

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(4S,4'S)-4,4'-Di-sec-butyl-1,1'-bis(3-(tert-butyl)phenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole

CAS No. 2697181-89-6

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