773883-32-2

Basic information

• Product Name: 2,9-Di-(2'-pyridyl)-1,10-phenanthroline
• Synonyms: 2,9-Di-(2'-pyridyl)-1,10-phenanthroline;2,9-Di(pyridin-2-yl)-1,10-phenanthroline
• CAS NO: 773883-32-2
• Molecular Formula: C22H14N4
• Molecular Weight: 334.37336
• Mol File: 773883-32-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2,9-Di-(2'-pyridyl)-1,10-phenanthroline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,9-Di-(2'-pyridyl)-1,10-phenanthroline(773883-32-2)
• EPA Substance Registry System: 2,9-Di-(2'-pyridyl)-1,10-phenanthroline(773883-32-2)

Safety Data

• Hazardous Substances Data: 773883-32-2(Hazardous Substances Data)

Usage

General Description

2,9-Di-(2'-pyridyl)-1,10-phenanthroline, also known as bathophenanthroline, is a heterocyclic compound that is often used as a chelating ligand in coordination chemistry. It is commonly employed in the determination of various metal ions, particularly in spectrophotometric studies. 2,9-Di-(2'-pyridyl)-1,10-phenanthroline forms stable complexes with many metal ions, including copper, zinc, and iron, and its ability to bind to these metal ions makes it useful in analytical and biochemical applications. In addition to its use as a chelating agent, 2,9-Di-(2'-pyridyl)-1,10-phenanthroline has also been studied for its potential applications in organic electronics and as a luminescent material.

Upstream product

• 17624-36-1 2-pyridyllithium 
• 56100-33-5 2-(pyridin-2-yl)-1,10-phenanthroline 
• 113397-69-6 (1E,1'E)-2,2'-(2,3-dinitro-1,4-phenylene)bis(N,N-dimethylethen-1-amine) 
• 711-41-1 2,3-dinitro-p-xylene 
• 1122-62-9 2-acetylpyridine 
• 39588-59-5 3,6,7,9-tetrahydro-5H-<1,4>diazepino<1,2,3,4-lmn><1,10>phenanthroline-3,9-dione 
• 15302-99-5 6,7-dihydro-5H-[1,4]diazepino[1,2,3,4-l,m,n][1,10]phenanthroline-4,8-diium dibromide 
• 109-04-6 2-bromo-pyridine 
• 66-71-7 1,10-Phenanthroline 
• 17997-47-6 2-tri-n-butylstannylpyridine 
• 29176-55-4 2,9-dichloro-[1,10]phenanthroline 

Relevant articles and documents

2,9-Di-(2′-pyridyl)-1,10-phenanthroline: A tetradentate ligand for Ru(II)

The tetradentate ligand 2,9-di-(2′-pyridyl)-1,10-phenanthroline is synthesized in 62% yield by the Stille coupling of 2,9-dichloro-1,10-phenanthroline and 2-(tri-n-butylstannyl)pyridine. Treatment of this ligand with RuCl3·3H2O and a 4-substituted pyridine results in the formation of a complex in which the tetradentate ligand occupies the equatorial plane and two pyridines are bound axially. The interior N-Ru-N angles vary from 76.1° to 125.6°, showing considerable distortion from the 90° ideal. The lowest energy electronic transition is sensitive to the electronegativity of the 4-substituent on the axial pyridines, varying from 516 nm for the CF3 group to 580 nm for the NMe2. The oxidation potentials mirror this trend, spanning a range of 1.36-1.03 V, while the reduction potentials show less variation (-0.97 to -1.08 V). The complexes are nonemissive, presumably due to competitive nonradiative processes caused by distortion of the system. Copyright

Bis-meridional Fe2+ spincrossover complexes of phenyl and pyridyl substituted 2-(pyridin-2-yl)-1,10-phenanthrolines

A series of Fe2+ SCO complexes of substituted 2-(pyridin-2-yl)-1,10-phenanthrolines 2 was prepared and the SCO (spincrossover) properties were characterized in the solid state (X-ray crystallography, SQUID magnetometry) and in solution (VT-1H NMR spectroscopy), augmented by theoretical modelling. Bis-meridional coordination of the tridendate 2a-c and tetradentate 2d ligands gives octahedral and distorted trigonal-dodecahedral complexes [Fe(2)2]2+, respectively, which were identified as SCO complexes with the transition temperature T1/2 below room temperature. SCO in the solid state is limited to bromo-substituted [Fe(2a)2]2+ (Dalton Trans., 2017, 46, 6218-6229) and [Fe(2b)2]2+ with a pyridine-appended phenyl group, whereas solution state NMR studies reveal SCO behaviour for all complexes, which is in agreement with DFT derived results. As anticipated from its N6(+2) coordination in the HS state, DFT structure modelling of [Fe(2d)2]2+ identified deviation from a structure-conserving SCO reaction coordinate; that is, Fe-N breathing is accompanied by a change in the coordination number. Accordingly, a remarkably slow SCO is observed in [Fe(2d)2]2+, owing to an extended coordinate. De-novo defined characteristic temperatures T(τHSLS) are introduced as structure-dependent parameters deemed to define the onset of phenomenological slow SCO. The rich phenomenology of the NMR spectra of [Fe(2)2]2+ is identified to be largely controlled by the dynamics of spin-state exchange and a qualitative illustration of the NMR-reporters of SCO is suggested.