773883-32-2

Usage

Uses

Used in Analytical Chemistry:
2,9-Di-(2'-pyridyl)-1,10-phenanthroline is used as a chelating agent for the determination of various metal ions, particularly in spectrophotometric studies. Its ability to bind to metal ions such as copper, zinc, and iron allows for accurate and sensitive detection and quantification of these ions in various samples.
Used in Biochemical Applications:
In biochemical research, 2,9-Di-(2'-pyridyl)-1,10-phenanthroline serves as a chelating ligand that can interact with metal ions present in enzymes and other biological molecules. This interaction can help in studying the structure, function, and mechanisms of these molecules, as well as in the development of new drugs and therapies.
Used in Organic Electronics:
2,9-Di-(2'-pyridyl)-1,10-phenanthroline has been studied for its potential use in organic electronics due to its unique electronic properties. Its ability to form stable complexes with metal ions can be exploited in the development of organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic field-effect transistors (OFETs).
Used in Luminescent Materials:
As a luminescent material, 2,9-Di-(2'-pyridyl)-1,10-phenanthroline has potential applications in the development of new types of light-emitting materials and devices. Its ability to form complexes with metal ions can lead to the creation of materials with unique luminescent properties, which can be used in various applications, such as sensors, imaging, and lighting technologies.

Upstream product

• 66-71-7 1,10-Phenanthroline 
• 109-04-6 2-bromo-pyridine 
• 15302-99-5 6,7-dihydro-5H-[1,4]diazepino[1,2,3,4-l,m,n][1,10]phenanthroline-4,8-diium dibromide 
• 39588-59-5 3,6,7,9-tetrahydro-5H-<1,4>diazepino<1,2,3,4-lmn><1,10>phenanthroline-3,9-dione 
• 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 
• 17624-36-1 2-pyridyllithium 
• 56100-33-5 2-(pyridin-2-yl)-1,10-phenanthroline 
• 17997-47-6 2-tri-n-butylstannylpyridine 
• 29176-55-4 2,9-dichloro-[1,10]phenanthroline 

Relevant academic research and scientific papers

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

Preparation of a New Friedl?nder Synthon, 2,3-Diaminobenzene-1,4-dicarbaldehyde, and Its Application towards Synthesis of 1,10-Phenanthrolines and Related Cyclophane

A new Friedl?nder synthon, 2,3-diaminobenzene-1,4-dicarbaldehyde, was prepared from p-xylene in 4 steps, of which the Friedl?nder reaction with acetaldehyde and acetone in a Schulenk bottle afforded 1,10-phenathroline and neocuprine in 44% and 82% yield, respectively. The scope of the Friedl?nder reactions of 2,3-diaminobenzene-1,4-dicarbaldehyde, including the synthesis of hexaazacyclic cyclophane with 1,10-phenanthroline and pyridine units, was described.

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.

Synthesis and Characterization of a Ruthenium(II) Complex for the Development of Supramolecular Photocatalysts Containing Multidentate Coordination Spheres

The synthesis of the new bis-heteroleptic RuII complex [(tbbpy)2Ru(dptpphz)](PF6)2 (7), that exhibits a tetradentate coordination sphere for a second metal centre, and its characterization are presented. The complex shows similar photostability and redox properties regarding the first ligand-centred reductions compared to its tpphz analogue. Concentration-dependent NMR investigations were performed and a dimerization constant (KD = 83 ± 5) could be calculated, which was significantly lower than that of other tpphz systems. Photophysical investigations reveal a stabilizing effect of the two electron-withdrawing 2-pyridyl substituents on π–π* transition of the phenazine sphere. The typical H2O-induced light-switch effects have also been observed. To further highlight the potential of the tetradentate coordination site, the ZnII adduct of 7 was prepared and preliminary studied.