123640-38-0

Usage

Uses

Used in Catalysis:
2,6-Di(1-pyrazolyl)pyridine is used as a ligand in catalysis for its ability to form stable coordination complexes with metal ions. This enhances the catalytic activity and stability of the metal ions, making them more effective in various chemical reactions.
Used in Molecular Recognition:
In molecular recognition, 2,6-Di(1-pyrazolyl)pyridine is used as a ligand to selectively bind and recognize specific target molecules. Its unique structure and ability to chelate metal ions contribute to its effectiveness in this application.
Used in Material Science:
2,6-Di(1-pyrazolyl)pyridine is used as a building block in the development of metal-organic frameworks and other advanced materials. Its ability to chelate metal ions and form stable coordination complexes allows for the creation of materials with unique properties and potential applications in various industries.
Used in Inorganic Chemistry Research and Development:
As a versatile and important chemical compound in the field of inorganic chemistry, 2,6-Di(1-pyrazolyl)pyridine is used as a key component in research and development efforts to explore new applications and improve existing ones. Its unique properties and potential for further exploration make it a valuable asset in advancing the field of inorganic chemistry.

Upstream product

• 288-13-1 NH-pyrazole 
• 626-05-1 2,6-Dibromopyridine 
• 40802-36-6 potassium pyrazolide 
• 2402-78-0 2,6-dichloropyridine 
• 1160434-66-1 1-(6-bromopyridin-2-yl)-1H-indazole 
• 1160434-67-2 2-(indazol-2-yl)-6-bromopyridine 
• 53710-17-1 2,6-diiodo-pyridine 
• 15658-60-3 diethyl-2,6-pyridinedicarbonyl ester 
• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 1042224-74-7 1-(6-bromopyridin-2-yl)-1H-benzo[d]-imidazole 

Downstream Products

• 533882-99-4 cis-[RuCl(PPh₃)2(2,6-bis(pyrazol-1-yl)pyridine)]Cl 
• 533882-99-4 trans-[RuCl(PPh₃)2(2,6-bis(pyrazol-1-yl)pyridine)]Cl 
• 173412-69-6 ((C₃H₃N₂)2C₅H₃N)Pd(CH₃)(CH₃OH)⁽¹⁺⁾*CH₃C₆H₄OSO₂^(1-)=[((C₃H₃N₂)2C₅H₃N)Pd(CH₃)(CH₃OH)]CH₃C₆H₄SO₃ 
• 688312-53-0 [Pt(2,6-bis(N-pyrazol)pyridine)(Ph)]PF₆ 

Relevant academic research and scientific papers

New energetic Silver(I) complexes with Nnn type Pyrazolylpyridine ligands and oxidizing anions

The high energy complexes [Ag (pp) (NO3)] (I), [Ag (dmpp) (NO3)] (II), [Ag (pp)ClO3)] (III), [Ag (dmpp) (ClO3)] (IV), [Ag (pp) (ClO4)] (V), [Ag (dmpp) (ClO4)] (VI) were synthesized from the ligands, Bis-2,6(Pyrazol-1-yl)Pyridine (pp) and Bis-2,6 (3,5-dimethylpyrazol-1-yl)Pyridine (dmpp). They were characterized via IR spectroscopy and elemental analysis. Suitable single crystals of complexes I, IV and VI have been obtained and their molecular structures were determined by X-Ray diffraction methods. The X-Ray study revealed that these complexes were di-nuclear. All complexes have been analyzed by TG-DTA. It was determined that they decompose exothermically in explosive reactions. Elevation in the thermal decomposition temperature, enthalpy of reaction and mass loss was observed with increasing number of oxygens within the anion in the complex structure. The HOMO and LUMO energy levels of the complexes, together with the theoretical formation enthalpies, were calculated by using Gaussian 09 software package whereas the enthalpies of thermal decomposition were measured by DSC. The products of decomposition were predicted from the theoretical formation enthalpy and the measured heat of reaction values according to Hess’ law. It was observed that the thermogravimetry plots of complexes I, II and VI were suitable for thermo-kinetics investigation. Thus, they were analyzed by means of isothermal (Coats-Redfern) and non-isothermal-isoconvertional (Flyn-Ozawa-Wall and Kissinger-Akahira-Sunose) methods and certain thermodynamic parameters were calculated. It was discovered that all complexes except complex II decomposed with rapid, single step reactions whereas complex II decomposed with a 2-step reaction.

Synthesis, crystal structure, and thermal decomposition of two Co(II) complexes with NNN pyrazolyl type ligand and pseudo-halogen

The Co(II) complexes I and II were prepared in nonaqueous solvents containing cyanate with pyrazolylpyridine ligands, namely, bis-2,6-(pyrazol-1- yl) pyridine (Pp) and bis-2,6-(3,5-dimethyl-pyrazol- 1-yl) pyridine (Dmpp), respectively. These complexes were characterized with elemental analysis, IR spec- troscopy, and X-ray diffraction techniques. X-ray diffraction study revealed that complex I was mononuclear and complex II was dinuclear and ionic. The ionic complex II has an octahedral cationic coordination sphere and a tetrahedral anionic coordination sphere. Thermogravimetry results showed that the thermal decompo- sition is starting with the carbon content of the pyrazolyl rings. Pleiades Publishing, Ltd., 2013.

Experimental and theoretical investigation of the spectroscopic and electronic properties of pyrazolyl ligands

The electronic and spectroscopic properties of seven pyrazole derivatives are presented in order to give a clear understanding of their distinguishing features. Four out of the seven ligands are synthesised and are also characterised experimentally. A very high correlation was observed between the experimental and the theoretical IR, 1H NMR and 13C NMR, which help in the characterisation of the ligands. The excitation properties computed using the TDDFT shows that most of experimentally observed absorptions of the ligands are predominantly form either the HOMO or HOMO-1 to LUMO or LUMO+1. The characteristic features of the *N atoms (i.e. metal available coordinating centre) shows that the carboxylic unit may possibly decrease the metal affinity of the pyrazole unit while the pyridine unit will increase the affinity. The conductivity properties of the seven ligands are found to be in the order of bdmpzpy > bpzpy > bphpza > bdcpzpy > phpz > dcpz. The J-coupling of *NN can give an insight into the variation in their bond distance, bond stretch and bond strength in the ligands. Also the atomic properties of the *N atoms and their *NN bonds can help in the molecular characterisation, differentiation and in prediction of the non-linear optical properties of the ligands as conductive materials.

One-step synthesis of symmetrically substituted 2,6-bis(pyrazol-1-yl) pyridine systems

A one-pot synthetic route that allows functionalization of the 2,6-bis(pyrazol-1-yl)pyridine backbone in the 4- and 4″-pyrazole positions by direct H(4)-pyrazole halogen exchange is described. The diiodo derivative in particular provides easy access to additional functionalities through both Sonogashira and Grignard exchange reactions. These synthons represent optimal building blocks for the extension of the chelating core and for the assembly of rigid organic and metalloorganic nanostructures. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Luminescent Electropolymerizable Ruthenium Complexes and Corresponding Conducting Metallopolymers

Tris(2,2′-bipyridyl)ruthenium(II) dichloride [Ru(bpy)3Cl2] and analogous complexes have been studied extensively in the literature due to their luminescent and photochemical properties as well as their excited-state lifetimes. Conducting polymers with similar ruthenium groups have also been investigated for various applications. In this study, syntheses of four ruthenium complexes with a polymerizable tridentate ligand, bis[4-[2-(3,4-diethylenedioxy)thiophene]pyrazol-1-yl]pyridine (EDOT2NNN), and with bidentate ligands, two of which were anionic (hfac: 1,1,1,5,5,5-hexafluoro-2,4-pentanedione; dbm: dibenzoylmethane) and two of which were neutral (bpy: 2,2′-bipyridyl; phen: 1,10-phenanthroline), were achieved for potential OLED/PLED applications. Saturated CH2Cl2 solutions of monomers were oxidatively and electrochemically polymerized, and the scan rate dependences of the polymers were measured. UV-vis spectroscopic characterizations of the complexes and the EDOT-functionalized ligand were obtained. [Ru(EDOT2NNN)(phen)(Cl)](PF6) was electropolymerized on an ITO (indium tin oxide)-coated glass surface to obtain the solid-state absorption spectrum of the corresponding polymer. Photophysical data for each complex, i.e., excitation and emission spectra at 77 K and RT, in EtOH/MeOH (4:1) and in 2-MeTHF (dry, air-free, and aerated), quantum yield, and luminescence lifetime have been measured. The radiative and nonradiative decay constants as well as the oxygen quenching rate coefficient for each complex were calculated. [Ru(EDOT2NNN)(phen)(Cl)](PF6), having the highest quantum yield of phosphorescence and the longest lifetime, was electropolymerized on an ITO-coated glass surface to obtain the solid-state excitation and emission spectra of the corresponding polymer. Luminescence studies of the polymer had promising results for photoluminescence.

New energetic copper(II) complexes with pyrazolyl type ligands

Nine CuII complexes (I-IX) containing the azide ion and bis-2,6-(pyrazol-1-yl)pyridine (pp), bis-2,6-(pyrazol-1-yl)pyridine (dmpp), and 2-(pyrazol-1-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine (mpp), which are derivatives of pyrazolylpyridine, were prepared in nonaqueous medium. These complexes were characterized by elemental analyses and IR spectroscopy. Crystals of one of these complexes [CumppClN3 (VII)] were prepared in suitable size, and a molecular structure of this complex was obtained with X-ray diffraction method. Complexes were examined by thermogravimetry and differential scanning calorimetry methods. Thermal decomposition was observed in complexes including two azide groups similar to that seen in explosives. In the complexes containing one azide group, formation of the CuI complexes was observed after thermal decomposition of the azide group.

Flexible and optically transparent polymer embedded nano/micro scale spin crossover Fe(II) complex patterns/arrays

A novel highly soluble spin-crossover (SCO) [FeII(L) 2](BF4)2 complex (I) was prepared, where L = 4,4″-dioctylated 2′,6′-bispyrazolylpyrine. Complex I shows reversible temperature dependent SCO behavior with a T1/2 centered around 270 K. Exploiting the high solubility and hence superior processability of complex I nano/micro scale arrays and square patterns were fabricated on a glass substrate. Additionally, for the first time, for the possible flexible technological applications, the SCO arrays (area: 2 mm2) were successfully embedded within an optically transparent thin polystyrene film and studied using Raman spectroscopy/imaging technique. Variable temperature Raman spectroscopy studies further confirmed the SCO behavior of complex I.

Synthesis, characterization, and cycloaddition reaction studies of zinc(II) acetate complexes containing 2,6-bis(pyrazol-1-yl)pyridine and 2,6-bis(3,5-dimethylpyrazol-1-yl)pyridine ligands

The complexes [Py(Pz)2]Zn(OC([dbnd]O)Me)2(1) and [Py(Me2Pz)2]Zn(OC([dbnd]O)Me)2(2), where ligands Py(Pz)2and Py(Me2Pz)2are tridentate 2,6-bis(pyrazol-1-yl)pyridine and 2,6-bis(3,5-dimethylpyrazol-1-yl)pyridine, respectively, have been synthesized and characterized. The single crystal X-ray diffraction analysis confirmed compound 2 to be monomeric with six-coordinate zinc center. In addition to tridentate ligand Py(Me2Pz)2, both κ1-acetate and κ2-acetate ligands are ligated to zinc metal atom in 2. The synthesized complexes 1 and 2 were used as effective catalysts for the cycloaddition between CO2and epoxides in the presence of various kinds of cocatalysts such as n-Bu4PBr, n-Bu4NI, n-Bu4NBr, n-Bu4NCl, PPNCl, and DMAP under the condition of 75 °C, 10 bar CO2pressure, 0.1 mol% catalyst loading, and 24 h. The reaction temperature, CO2pressure, and catalyst loading ratio applied in this study are somewhat milder condition than those for other reported zinc-based catalysts. In addition, 1/n-Bu4PBr system showed the best catalytic activity for the cycloaddition of CO2to propylene oxide, which showed the highest reactivity among seven other kinds of epoxides.

Biphenyl bridged hexadentate N6-ligands-a rigid ligand backbone for Fe(ii) spin crossover complexes

The novel hexadentate nitrogen based ligand N,N′-bis-(2-(1H-pyrazol- 1-yl)pyridine-6-ylmethyl)-2,2′-biphenylenediamine (3) was synthesized and used for the preparation of iron Spin Crossover (SCO) complexes [Fe(3)][BF 4]2 (4) and [Fe(3)][ClO4]2 (5), which differ only by the respective counter ion. These complex salts show different spin transition temperatures T1/2 (135 and 157 K, respectively). This effect was studied by the investigation of the solid state structure of different low- and high-spin isomers. All complexes of this series show closely related crystal packing regardless of the counter ion, metal (Zn/Fe) and spin state. The isomer exhibiting the lower transition temperature (4) was also investigated in respect to its photomagnetic behaviour. The LIESST process could be monitored for this complex, but no reverse-LIESST was observed. The relaxation of the photo-induced state occurs at ca. 80 K, showing a complex, three-state relaxation mechanism.

Transition metal chlorides are lewis acids toward terminal chloride attached to late transition metals

Two different neutral tridentate imine-donor pincer ligands interact with excess MCl2 (M = Co or Cu) to form compounds of the same stoichiometry, (LMCl2)2·MCl2, where the assembling force is the electron richnes