(αS,α'S)-α,α'-Bis(tert-butyl)-[2,2'-bipyridine]-6,6'-dimethanol

CAS No. 131726-65-3
Cat. No. CS-0093780
Purity≥97%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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(αS,α'S)-α,α'-Bis(tert-butyl)-[2,2'-bipyridine]-6,6'-dimethanol|CS-0093780

Structure of 131726-65-3

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General Information

CAS No. 131726-65-3
Cat. No. CS-0093780
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₈N₂O₂
Molecular Weight 328.45
Synonym(s) (1S,1'S)-1,1'-(2,2'-Bipyridine-6,6'-diyl)bis(2,2-dimethyl-1-propanol)
SMILES CC(C)(C)[C@H](O)C1=CC=CC(C2=NC([C@@H](O)C(C)(C)C)=CC=C2)=N1

Description

This bipyridine derivative features two tert-butyl groups flanking the 2,2'-bipyridine core and methanol functionalities at the 6,6' positions, delivering enhanced solubility and steric protection. The α,α'-bis(tert-butyl) substitution stabilizes the ligand framework under oxidative conditions, while the hydroxyl groups enable further derivatization or coordination to metal centers in catalytic systems.

Application

(αS,α′S)-α,α′-Bis(tert-butyl)-[2,2′-bipyridine]-6,6′-dimethanol serves as a sterically hindered, bench-stable bipyridine scaffold enabling precise coordination control in transition metal catalysis. Its orthogonal tert-butyl and hydroxyl groups facilitate selective complexation with late-transition metals, particularly palladium and ruthenium, while the dimethanol functionality enhances solubility and enables further derivatization. The chiral α,α′-substituents confer stereochemical integrity in asymmetric catalytic systems, making it suitable for modular ligand design in cross-coupling and C–H functionalization processes.

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 66.24
LogP 4.3026
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 3

Key Words

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(αS,α'S)-α,α'-Bis(tert-butyl)-[2,2'-bipyridine]-6,6'-dimethanol

CAS No. 131726-65-3

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