Nitroxide radicals appended to phthalonitriles: synthesis, structural characterization and photophysical properties

2021 ◽  
Vol 77 (3) ◽  
pp. 137-143
Author(s):  
Ismail Fidan ◽  
Emel Onal ◽  
Catherine Hirel
Keyword(s):  
Magnetic Measurements ◽  
Photophysical Properties ◽  
Nucleophilic Aromatic Substitution ◽  
Structural Studies ◽  
Aromatic Substitution ◽  
Nitronyl Nitroxide ◽  
X Ray Diffraction ◽  
X Ray ◽  
Microwave Assisted ◽  
Ft Ir

The syntheses of 4-[4-(4,4,5,5-tetramethyl-2-imidazoline-3-oxide-1-oxyl-2-yl)phenoxy]phthalonitrile (3, C21H19N4O3) and 4-[4-(4,4,5,5-tetramethyl-2-imidazoline-1-oxyl-2-yl)phenoxy]phthalonitrile (4) were carried out by microwave-assisted nucleophilic aromatic substitution of 4-nitrophthalonitrile (2) by the pre-formed 2-(4-hydroxyphenyl)-4,4,5,5-tetramethyl-2-imidazoline-3-oxide-1-oxyl (1). Compounds 3 and 4 were characterized unambiguously by a rich array of analyses, such as melting point, FT–IR, MALDI–TOF MS, elemental analysis, UV–Vis, CV, EPR, magnetic measurements and single-crystal X-ray diffraction. Structural studies demonstrate that the C—H...X and C—X...π (X = O and N) interactions in the radical nitronyl nitroxide groups play an important role in the assembly of the crystal structures. Moreover, cyclic voltammetry analyses show that the phthalonitrile substituent retains the redox properties of the Ullman radicals.

Microwave-assisted solvent-free synthesis and spectral and structural characterization of cyclotriphosphazene hexakis(o-tolylamide)

2018 ◽  
Vol 73 (12) ◽  
pp. 999-1003 ◽  
Author(s):  
Mohammad Hakimi ◽  
Homeyra Rezaei ◽  
Keyvan Moeini ◽  
Heidar Raissi ◽  
Vaclav Eigner ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Microwave Irradiation ◽  
Stacking Interactions ◽  
X Ray Diffraction ◽  
Aromatic Rings ◽  
X Ray ◽  
Microwave Assisted ◽  
Ft Ir ◽  
Solvent Free Synthesis

AbstractA new cyclotriphosphazene, 2,2,4,4,6,6-hexakis (o-tolylamono)-1,3,5,2λ5,4λ5,6λ5-triazatriphosphinine (MPAP), was prepared using microwave irradiation and identified by elemental analysis, FT-IR, Raman, 31P NMR spectroscopy, and single-crystal X-ray diffraction. In the crystal, in addition to hydrogen bonds, the network is further stabilized by inter- and intramolecular π–π stacking interactions between aromatic rings.

A series of thermal stable lanthanide porphyrins with a condensed three-dimensional porous open framework: Gas adsorption and magnetic properties

2015 ◽  
Vol 19 (09) ◽  
pp. 1072-1079 ◽  
Author(s):  
Xiu-Guang Yi ◽  
Jian-Gen Huang ◽  
Rong-Hua Hu ◽  
Zhi-Gang Luo ◽  
Yun-Peng Pei ◽  
...  
Keyword(s):  
Gas Adsorption ◽  
Magnetic Measurements ◽  
Three Dimensional ◽  
X Ray Diffraction ◽  
X Ray ◽  
Open Framework ◽  
Paramagnetic Behavior ◽  
Adsorption Measurement ◽  
Ft Ir ◽  
Thermal Stable

A series of lanthanide porphyrins, [ LnIII(TPPSIV) ]n·n H 5 O 2 ( Ln = La , Sm , Eu ; H2TPPS = tetra(4-sulfonatophenyl)porphyrin), have been synthesized through solvothermal reactions and structurally characterized by single-crystal X-ray diffraction. These compounds are characterized by a condensed three-dimensional (3-D) porous open framework. Magnetic measurements reveal that these compounds show ferromagnetic, antiferromagnetic and paramagnetic behavior, respectively. All of the compounds exhibit highly thermal stability. The FT-IR and adsorption measurement of CO 2 were also studied.

A samarium hybrid with porphyrin and amino acid as mixed ligands: Electrochemical and photophysical properties

2015 ◽  
Vol 19 (10) ◽  
pp. 1140-1146 ◽  
Author(s):  
Yun-Peng Pei ◽  
Jian-Gen Huang ◽  
Hua-Long Chen ◽  
Han-Mao Kuang ◽  
Jie Zhou ◽  
...  
Keyword(s):  
Amino Acid ◽  
Hydrothermal Reaction ◽  
Photophysical Properties ◽  
Three Dimensional ◽  
X Ray Diffraction ◽  
X Ray ◽  
Mixed Ligands ◽  
Porphyrin Macrocycle ◽  
Ft Ir ◽  
Emission Quantum Yield

A samarium hybrid with porphyrin and amino acid as mixed ligands {[Sm(His)(H2O)][Sm(H3O)3](H2TPPS)2} • 5H2O (1) (His = histidine; H6TPPS = tetra(4-sulfonatophenyl)porphyrin) has been synthesized via a hydrothermal reaction and characterized by single-crystal X-ray diffraction. Compound 1is crystallized in the space group [Formula: see text] of the triclinic system. Compound 1is characteristic of a three-dimensional (3-D) open framework with the samarium ions in two types of coordinating environments and a saddle-distorted nonplanar porphyrin macrocycle. Compound 1 exhibits fluorescence in the red region. The fluorescence lifetime of 1 is 15.65 ns and the emission quantum yield is 4.1%. The CV/DPV, UV-vis and FT-IR are also reported in detail.

scholarly journals Optical, X-Ray Diffraction, and Magnetic Properties of the Cobalt-Substituted Nickel Chromium Ferrites (FeO4, ) Synthesized Using Sol-Gel Autocombustion Method

2011 ◽  
Vol 2011 ◽  
pp. 1-6 ◽  
Author(s):  
Sonal Singhal ◽  
Santosh Bhukal ◽  
Jagdish Singh ◽  
Kailash Chandra ◽  
S. Bansal
Keyword(s):  
Magnetic Measurements ◽  
Sol Gel ◽  
Anisotropy Field ◽  
Cobalt Concentration ◽  
X Ray Diffraction ◽  
Nickel Ions ◽  
X Ray ◽  
Nickel Chromium ◽  
Transmission Electron ◽  
Ft Ir

Cobalt-substituted nickel chromium ferrites (FeO4, ) have been synthesized using sol-gel autocombustion method and annealed at 400 °C, 600 °C, 800 °C, and 1000 °C. All the ferrite samples have been characterized using UV-VIS spectrophotometery, FT-IR spectroscopy, Transmission Electron Microscopy, powder X-Ray Diffraction, and magnetic measurements. Typical FT-IR spectra of the samples annealed at 400°C, 600°C, 800°C, and 1000°C exhibit two frequency bands in the range of~480 cm−1and~590 cm−1corresponding to the formation of octahedral and tetrahedral clusters of metal oxide, respectively. TEM images reveal that crystallite size increases from~10 nm to~45 nm as the annealing temperature is increased from 400°C to 1000°C. The unit cell parameter “a” is found to increase on increasing the cobalt concentration due to larger ionic radius of cobalt. Also, as the cobalt concentration increases, the saturation magnetization increases from 4.32 to 19.85 emu/g. This is due to the fact that cobalt ion replaces the less magnetic nickel ions. However, the coercivity decreases with increase in cobalt concentration due to the decrease in anisotropy field. The band gap has been calculated using UV-VIS spectrophotometry and has been found to decrease with the increase of particle size.

scholarly journals N-(6-Chloro-3-nitropyridin-2-yl)-5-(1-methyl-1H-pyrazol-4-yl)isoquinolin-3-amine

Molbank ◽  
10.3390/m1181 ◽  
2021 ◽  
Vol 2021 (1) ◽  
pp. M1181
Author(s):  
Valentin Wydra ◽  
Stefan Gerstenecker ◽  
Dieter Schollmeyer ◽  
Stanislav Andreev ◽  
Teodor Dimitrov ◽  
...  
Keyword(s):  
Title Compound ◽  
High Resolution Mass Spectrometry ◽  
Nucleophilic Aromatic Substitution ◽  
Resonance Spectroscopy ◽  
Aromatic Substitution ◽  
X Ray Diffraction ◽  
Inhibitory Potency ◽  
X Ray ◽  
Step Procedure ◽  
Resolution Mass

Here we describe the synthesis of N-(6-chloro-3-nitropyridin-2-yl)5-(1-methyl-1H-pyrazol-4-yl)isoquinolin-3-amine via a three-step procedure including a Buchwald–Hartwig arylamination with benzophenone imine and a highly regioselective nucleophilic aromatic substitution. The title compound was analyzed by nuclear magnetic resonance spectroscopy (1H, 13C, HSQC, HMBC, COSY, DEPT90 and NOESY), high resolution mass spectrometry (ESI-TOF-HRMS) and infrared spectroscopy (ATR-IR) and its structure was confirmed by single crystal X-ray diffraction. The inhibitory potency of the title compound was evaluated for selected kinases harboring a rare cysteine in the hinge region (MPS1, MAPKAPK2 and p70S6Kβ/S6K2).

X-ray Diffraction, FT-IR, and13C CP/MAS NMR Structural Studies of Solvated and Desolvated C-Methylcalix[4]resorcinarene

2010 ◽  
Vol 114 (32) ◽  
pp. 10311-10320 ◽  
Author(s):  
Rafal Kuzmicz ◽  
Violetta Kowalska ◽  
Sławomir Domagała ◽  
Marcin Stachowicz ◽  
Krzysztof Woźniak ◽  
...  
Keyword(s):  
Mas Nmr ◽  
Structural Studies ◽  
X Ray Diffraction ◽  
X Ray ◽  
Ft Ir ◽  
Cp Mas Nmr

Synthesis, C-13 NMR, and X-ray crystal structure of N6,N9-octamethylenepurinecyclophane

1992 ◽  
Vol 70 (1) ◽  
pp. 186-196 ◽  
Author(s):  
R. A. Bell ◽  
R. Faggiani ◽  
H. N. Hunter ◽  
C. J. L. Lock
Keyword(s):  
Crystal Structure ◽  
Direct Methods ◽  
Chloride Ion ◽  
Nucleophilic Aromatic Substitution ◽  
Nucleophilic Attack ◽  
Aliphatic Chain ◽  
Aromatic Substitution ◽  
X Ray Diffraction ◽  
X Ray ◽  
Small Distortion

The synthesis and structure determination of N6,N9-octamethylenepurine cyclophane by single crystal X-ray diffraction is reported. The cyclophane was prepared from 6-chloropurine and 8-aminooctanoic acid as starting materials. The aminooctyl fragment was first attached to N9 of 6-chloropurine by means of the Mitsunobu reaction and cyclization to the cyclophane effected by nucleophilic attack of the amino group at the C6 position and displacement of chloride ion. Reversing the reaction strategy did not result in formation of the cyclophane. Crystals of the cyclophane were monoclinic, P2/n, a = 9.620(3), b = 12.266(3), c = 11.994(2), Å, β = 111.25(2)°, Z = 4. Intensities were measured with a Nicolet P3 diffractometer and MoKα radiation at room temperature. The structure was solved by direct methods and refined to R = 0.0683, Rw = 0.0493 based on 1730 reflections. The molecule shows some strain, but bond lengths and angles are normal. Attempts to relieve the strain are made by a small distortion of the purine rings and bending of the N6 and C8′ atoms out of the planes to which they are attached (0.314(4), 0.459(5) Å). Further, the N6,H6,Cl′ group is twisted by 30° from the pyrimidine plane and the torsion angles in the aliphatic chain are distorted from the idealized 60, 120, 180° (average, 13.6°; range 5.1–24.9°). These distortions result in some weakening of the π-bonding in the adenine moiety. Keywords: purinophane synthesis, nucleophilic aromatic substitution, conformational analysis, crystal structure.

Microwave-Assisted Hydrothermal Synthesis of Hexagonal Columnar-Shaped Calcium Carbonate

2011 ◽  
Vol 239-242 ◽  
pp. 1643-1648 ◽  
Author(s):  
Qin Tang ◽  
Xiang Yong Chen ◽  
Wei Bing Hu ◽  
Gui Yun Zhou
Keyword(s):  
Calcium Carbonate ◽  
Calcium Chloride ◽  
Raw Materials ◽  
Molar Ratio ◽  
X Ray Diffraction ◽  
X Ray ◽  
Microwave Assisted ◽  
Transmission Electron ◽  
Ft Ir ◽  
Hexagonal Columnar

Calcium carbonate was obtained by the microwave-assisted hydrothermal synthesized technique using calcium chloride and urea as the raw materials. The uniform aragonite hexagonal columnar-shaped calcium carbonate with a diameter of 3.0~4.0μm and 70~120μm in length were produced without any additives at the molar ratio of urea and calcium chloride 1.5:1, microwave power 600W. The morphology, size and crystal structure were characterized by means of scanning electron microscope (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD), and Fourier transform infrared spectroscopy (FT-IR).The formation process of aragonite hexagonal columnar-shaped calcium carbonate was discussed.

scholarly journals Microwave-assisted synthesis, characterization and photoluminescence of shuttle-like BaMoO4 microstructure

2015 ◽  
Vol 33 (3) ◽  
pp. 537-540 ◽  
Author(s):  
Anukorn Phuruangrat ◽  
Budsabong Kuntalue ◽  
Titipun Thongtem ◽  
Somchai Thongtem
Keyword(s):  
Electron Microscopy ◽  
Microwave Assisted Synthesis ◽  
X Ray Diffraction ◽  
X Ray ◽  
Microwave Assisted ◽  
Transmission Electron ◽  
Ft Ir ◽  
Xrd Patterns ◽  
Scanning Electron ◽  
Ft Ir Spectroscopy

Abstract Shuttle-like BaMoO4 microstructure has been successfully synthesized from Ba(N03)2·4H20 and Na2MoO4·2H2O as starting materials in ethylene glycol solvent containing 20 mL 5 M NaOH by microwave radiation at 180 W for 30 min. The as- synthesized BaMoO4 product was characterized by X-ray diffraction (XRD), Fourier transform infrared (FT-IR) spectroscopy, Raman spectrophotometry, scanning electron microscopy (SEM), transmission electron microscopy (TEM) and photolumines­cence (PL) spectroscopy. XRD patterns revealed that the products was tetragonal BaMoO4 phase. SEM and TEM characteriza­tion showed that the product had a shuttle-like BaMoO4 microstructure. PL of the shuttle-like BaMoO4 microstructure showed a maximum emission at 466 nm excited by 280 nm wavelength.

scholarly journals N1-{4-[2-(Methylthio)-1H-imidazol-5-yl]pyridin-2-yl}benzene-1,4-diamine

Molbank ◽  
10.3390/m1048 ◽  
2019 ◽  
Vol 2019 (1) ◽  
pp. M1048
Author(s):  
Ahmed El-Gokha ◽  
Francesco Ansideri ◽  
Stanislav Andreev ◽  
Dieter Schollmeyer ◽  
Stefan Laufer ◽  
...  
Keyword(s):  
Protein Kinase ◽  
13C Nmr ◽  
Title Compound ◽  
Mitogen Activated Protein Kinase ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
X Ray Diffraction ◽  
X Ray ◽  
Mitogen Activated Protein ◽  
Acidic Conditions

The title compound N1-{4-[2-(methylthio)-1H-imidazol-5-yl]pyridin-2-yl}benzene-1,4-diamine (2) was synthesized via nucleophilic aromatic substitution of 2-chloro-4-[2-(methylthio)-1H-imidazol-5-yl]pyridine (3) and p-phenylenediamine under acidic conditions. The synthesized compound 2 was characterized by 1H-NMR, 13C-NMR, MS HPLC, IR and UV-VIS. Additionally, the structure of 2 was confirmed by single crystal X-ray diffraction. Pyridinylimidazole 2 displays moderate affinity towards the c-Jun N-terminal kinase 3 and shows selectivity versus the closely related p38α mitogen-activated protein kinase.

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