151674-75-8

Basic information

• Product Name: 2,6-BIS-(1H-IMIDAZOL-2-YL)-PYRIDINE
• Synonyms: 2,6-BIS-(1H-IMIDAZOL-2-YL)-PYRIDINE;2,6-Bis(1H-2-imidazolyl)pyridine
• CAS NO: 151674-75-8
• Molecular Formula: C₁₁H₉N₅
• Molecular Weight: 211.22266
• Mol File: 151674-75-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-BIS-(1H-IMIDAZOL-2-YL)-PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-BIS-(1H-IMIDAZOL-2-YL)-PYRIDINE(151674-75-8)
• EPA Substance Registry System: 2,6-BIS-(1H-IMIDAZOL-2-YL)-PYRIDINE(151674-75-8)

Safety Data

• Hazardous Substances Data: 151674-75-8(Hazardous Substances Data)

Usage

Type

Heterocyclic compound

Structure

Consists of a pyridine ring linked to two imidazole rings

Potential pharmaceutical use

Ability to bind to metal ions and act as a chelating agent

Potential applications

Ligand in coordination chemistry, building block in organic compound synthesis

Unique properties

Interesting structure for further research and potential applications

Upstream product

• 55309-58-5 pyridine-2,6-dicarboximidic acid dimethyl ester 
• 645-36-3 2,2-diethoxy-ethanamine 
• 2893-33-6 pyridine-2,6-dinitrile 
• 626-05-1 2,6-Dibromopyridine 

Relevant articles and documents

Acceleration of nucleophilic CH activation by strongly basic solvents

(IPI)Ru(II)(OH)n(H2O)m, 2, where IPI is the NNN-pincer ligand, 2,6-diimidizoylpyridine, is shown to catalyze H/D exchange between hydrocarbons and strongly basic solvents at higher rates than in the case of the solvent alo

Synthesis, structural and magnetic characterization of a copper(II) complex of 2,6-di(1H-imidazol-2-yl)pyridine and its application in copper-mediated polymerization catalysis

The 2,6-di(1H-imidazol-2-yl)pyridine (H2dimpy) ligand is synthesized and suggested as an alternative ligand for copper mediated catalysis. A Cu(II) complex was obtained with this ligand and characterized via ESI-MS, FT-IR, UV–vis and the structure was confirmed by single crystal XRD. The crystal showed the [Cu2(H2dimpy)2(μ-Cl)2](PF6)2·2H2O dimeric complex, in which Cu(II) is in a distorted square-pyramidal geometry (τ=0.301). Ferromagnetic coupling with J=-11.1?cm?1 was confirmed by experiment and corroborated by density functional calculations. In order to evaluate the applicability of H2dimpy in atom transfer radical polymerization (ATRP), polystyrene was produced in DMF solution at low polydispersity (1.3) while maintaining the livingness of the polymer chain. The good performance of the H2dimpy compared to a standard ligand for ATRP (5,5′-dimethyl-2,2′-dipyridyl) indicates that it is suitable for this reaction.

A simple and convenient one-pot method for the preparation of heteroaryl-2-imidazoles from nitriles

A simple, convenient and high-yielding one-pot method for the synthesis of 2-heterocycle-substituted imidazoles from the corresponding nitriles has been developed. The procedure is easily scaleable and the workup does not involve chromatography. This synthesis is also applicable to the preparation of imidazoles with electron-poor aryl substituents.

Redox state switching of transition metals by deprotonation of the tridentate ligand 2,6-bis(imidazol-2-yl)pyridine.

The chemistry of the ligand 1, 2,6-bis(imidazol-2-yl)pyridine with manganese, cobalt, nickel and ruthenium has been investigated. The ligand binds as a meridional tridentate ligand as shown by the crystal structures of [Mn(1)2](CF3SO3)2 x Et2O and [Ru(1)2](PF6)2 x 2CH3CN x H2O. The coordinated ligand is deprotonated in mildly basic solution, and this leads to a drop in the metal M(III)/M(II) reduction potential for cobalt and ruthenium of roughly 1.3 V. The crystal structure of Na2(PPN)[Co(1 - 2H)2]2(OH) x MeOH x 2H2O confirms the deprotonation and shows sodium to bind to the deprotonated nitrogen atoms. No stabilisation of the M(III) oxidation state was observed for nickel and manganese. Copyright 2004 The Royal Society of Chemistry