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

Name: (4S,4'S)-4,4'-Di((S)-sec-butyl)-1,1'-bis(3,5-di-tert-butylphenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole
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CAS No. 2697181-90-9
Cat. No. CS-0883193
Purity≥98%
MDL No.None

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(4S,4'S)-4,4'-Di((S)-sec-butyl)-1,1'-bis(3,5-di-tert-butylphenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole|CS-0883193

Structure of 2697181-90-9

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General Information

CAS No. 2697181-90-9
Cat. No. CS-0883193
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₂H₆₆N₄
Molecular Weight 627.00
Synonym(s) None
SMILES CC[C@H](C)[C@H]1CN(C(C2=N[C@H](CN2C3=CC(C(C)(C)C)=CC(C(C)(C)C)=C3)[C@@H](C)CC)=N1)C4=CC(C(C)(C)C)=CC(C(C)(C)C)=C4

Description

This sterically encumbered biimidazole features two (S)-sec-butyl groups and four tert-butyl-substituted aryl rings, delivering exceptional steric protection and solution stability. Designed for use in catalytic systems requiring hindered nitrogen ligands, it integrates readily into transition metal complexes where robustness under reaction conditions is paramount.

Application

(4S,4'S)-4,4'-Di((S)-sec-butyl)-1,1'-bis(3,5-di-tert-butylphenyl)-4,4',5,5'-tetrahydro-1H,1'H-2,2'-biimidazole serves as a sterically encumbered, bench-stable chiral ligand scaffold that enables asymmetric catalysis in transition metal-mediated transformations. Its robust bis(imidazoline) core exhibits excellent functional group tolerance and facilitates enantioselective C–C bond formation under mild conditions. The bulky 3,5-di-tert-butylphenyl and (S)-sec-butyl substituents confer high stereochemical integrity and prevent catalyst decomposition, making it suitable for scalable synthesis of complex chiral intermediates.

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 10.8432
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 7

Key Words

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

CAS No. 2697181-90-9

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