Final Thoughts on Chemistry for Phthalazine

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Luminescent square-planar platinum(II) complexes with tridentate 3-bis(2-pyridylimino)isoindoline and monodentate N-heterocyclic ligands

A series of platinum(ii) complexes with 1,3-bis(2-pyridylimino)isoindoline (BPI) derivatives were prepared by substitution of the coordinated Cl in the precursor complex Pt(BPI)Cl with a N-heterocyclic ligand such as pyridine, phthalazine or phenanthridine. These complexes display orange to red luminescence in fluid dichloromethane solutions and in the solid states at room temperature. The photophysical properties were tuned by introducing electron-withdrawing -NO2 or electron-donating -NH2 to the BPI ligand. The DFT computational studies suggest that the emission in the N-heterocyclic ligand substituted platinum(ii) complexes originates mainly from the 3[pi?pi*(BPI)] 3IL triplet excited state, mixed with some 3[dpi(Pt)?pi*(BPI)] 3MLCT character. Compared with the precursor Pt(BPI)Cl, both the low-energy absorption and the emission in the N-heterocyclic ligand substituted platinum(ii) complexes exhibits a distinct blue-shift due to an obviously enhanced contribution from the 3IL state and a reduced 3MLCT character.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N480 – PubChem

Top Picks: new discover of Phthalazine

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Pyridazine and phthalazine derivatives with potential antimicrobial activity

(Chemical Equation Presented) Fifteen new pyridazine and phthalazine derivatives were prepared (in good to excellent yields) and tested in vitro as antimicrobial compounds. All the compounds have proved to have a remarkable activity against Gram positive germs, the results on Sarciria Luteea being spectacular. Correlation structure – biological activity have been done. Stereo- and region- chemistry involved in these reactions are discussed.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N93 – PubChem

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Time-Resolved Electron Paramagnetic Resonance Investigation of Photochemical Reactions. Hydrogen Abstraction in Azaaromatics and Carbonyls

Transistent EPR spectra have been observed for the intermediate radicals in the photoinduced hydrogen abstraction reactions of azaaromatic molecules and carbonyls in isopropyl alcohol.Temperature dependence has been examined at -10 to -90 deg C.The intermediate radicals are assigned from the spectra with partially resolved hyperfine structures.From the polarity of the signals the precursory excited states for the reactions are determined and their properties are discussed in terms of the possible CIDEP mechanisms.The reactions take place from the T1(n?*) states with negative D values of the T1(??*) states with positive D in the cases of azaaromatics.In aromatic carbonyls the reactions occur from the T1(n?*) or T2(nu-?*) states with negative D values, while in aliphatic carbonyls from the T1(n?*) states with positive D values.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N491 – PubChem

More research is needed about 253-52-1

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Associative and dissociative mechanisms in the formation of phthalazine bridged organodiplatinum(II) complexes

The reaction of phthalazine with the binuclear organoplatinum complexes [Me2Pt(mu-SMe2)(mu-dppm)PtR2], R = Me, Ph, 4-tolyl or R2 = (CH2)4, dppm = bis(diphenylphosphino)methane, gives the corresponding complexes [Me 2Pt(mu-phthalazine)(mu-dppm)PtR2] by displacement of the bridging dimethylsulfide ligand. The structures of [Me2Pt(mu- SMe2)(mu-dppm)PtMe2] and [Me2Pt(mu- phthalazine)(mu-dppm)PtMe2] have been determined. Kinetic studies show that the reactions occur mostly by a second order reaction when R = Me or R2 = (CH2)4 but entirely by a first order reaction when R = Ph or 4-tolyl. Evidence is presented that the reactions when R = Me or R2 = (CH2)4 can occur by either associative or dissociative mechanisms but that the reactions when R = Ph or 4-tolyl occur only by an unusual dissociative mechanism involving formation of an intermediate with a donor-acceptor Pt-Pt bond.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N357 – PubChem

More research is needed about Phthalazine

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Vaporization, Sublimation Enthalpy, and Crystal Structures of Imidazo[1,2-a]pyrazine and Phthalazine

The vaporization enthalpy of imidazo[1,2-a]pyrazine is evaluated by correlation gas chromatography using two sets of standards and by transpiration. Vaporization enthalpies were evaluated using heterocyclic standards with dipole moments that vary from 0 to 3.0 D and using standards with dipole moments > 3.0 D. A value of (70.7 ¡À 1.0) kJ¡¤mol-1 measured by transpiration compares to (67.9 ¡À 1.4) kJ¡¤mol-1 measured by correlation gas chromatography using standards characterized by dipole moments > 3.0 D. The results suggest that imidazo[1,2-a]pyrazine is a member of this series of compounds whose vaporization enthalpies exceed those less polar heterocycles by a fairly constant amount, (6.9 ¡À 0.3) kJ¡¤mol-1, in this case by (5.9 ¡À 3.0) kJ¡¤mol-1 using the less polar heterocycles. The crystal structures of phthalazine, another member of the polar series, and of imidazo[1,2-a]pyrazine were determined to examine whether pi-pi stacking, present in the solid state of two other members of the polar series, was a characteristic of this series. If present in the liquid, pi-pi stacking could offer a possible explanation for the vaporization enthalpy differences observed. The sublimation enthalpy of imidazo[1,2-a]pyrazine was also evaluated.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N297 – PubChem

Discovery of Phthalazine

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Formation of novel diaza-metallacycles by insertion of tungsten(II) aryloxides into aromatic diazine rings

The tungsten(II) aryloxide [W(OC6HPh3-eta6-C6H 5)-(OC6HPh4-2,3,5,6)(PMe3)] (1) (OC6HPh4-2,3,5,6 = 2,3,5,6-tetraphenylphenoxide) cleanly inserts into the aromatic diazine rings of pyridazine, benzo[c]cinnoline and phthalazine.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N249 – PubChem

Archives for Chemistry Experiments of Phthalazine

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New Developments of the Principle of Vinylogy as Applied to pi-Extended Enolate-Type Donor Systems

The principle of vinylogy states that the electronic effects of a functional group in a molecule are possibly transmitted to a distal position through interposed conjugated multiple bonds. As an emblematic case, the nucleophilic character of a pi-extended enolate-type chain system may be relayed from the legitimate alpha-site to the vinylogous gamma, ?,?, omega remote carbon sites along the chain, provided that suitable HOMO-raising strategies are adopted to transform the unsaturated pronucleophilic precursors into the reactive polyenolate species. On the other hand, when “unnatural” carbonyl ipso-sites are activated as nucleophiles (umpolung), vinylogation extends the nucleophilic character to “unnatural” beta, delta,? remote sites. Merging the principle of vinylogy with activation modalities and concepts such as iminium ion/enamine organocatalysis, NHC-organocatalysis, cooperative organo/metal catalysis, bifunctional organocatalysis, dicyanoalkylidene activation, and organocascade reactions represents an impressive step forward for all vinylogous transformations. This review article celebrates this evolutionary progress, by collecting, comparing, and critically describing the achievements made over the nine year period 2010-2018, in the generation of vinylogous enolate-type donor substrates and their use in chemical synthesis.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N116 – PubChem

Properties and Exciting Facts About Phthalazine

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Synthesis and molecular modeling studies of novel pyrrole analogs as antimycobacterial agents

In the present investigation, a series of 4-(4-pyrrol-1-yl/2,5-dimethyl-4-pyrrol-1-yl) benzoic acid hydrazide analogs, some derived oxadiazoles and azines have been synthesized in good yields and structures of these compounds were established by IR, 1H NMR, 13C NMR, mass spectral and elemental analysis. The newly synthesized title compounds were evaluated for their antimicrobial as well as antimycobacterial activities. Among the tested compounds, 6j and 9c displayed promising anti-tubercular activity. Further, some compounds were also assessed for their cytotoxic activity (IC50) against mammalian Vero cell lines and A549 (lung adenocarcinoma) cell lines using the MTT assay method. The results revealed that these compounds exhibit anti-tubercular activity at non-cytotoxic concentrations. The docking of inhibitors into InhA using Sybyl-X 2.0 software revealed the vital interactions and binding conformation of the inhibitors.

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Phthalazine – Wikipedia,
Phthalazine | C8H6N216 – PubChem

More research is needed about Phthalazine

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Self-assembly through non-coordinating intermolecular forces, part 2 [1]. Synthesis, crystal structure and packing of [Cu2(mu-phthalazine) 3(phthalazine)2][CF3SO3]2

Treatment of the copper(I) trifluoromethanesulphonate toluene complex {[Cu(CF3SO3)]2 ¡¤ C6H 5Me} (1) with phthalazine (phtz, C8H6N 2) in dichloromethane-acetonitrile solution yielded, via the bis(acetonitrile)tris(mu-phthalazine)dicopper(I) trifluoromethanesulphonate intermediate (2), the novel bis(phthalazine)tris(mu-phthalazine)dicopper(I) trifluoromethanesulphonate salt (3). Compound 3 was completely characterised and the molecular structure determined by single-crystal X-ray diffraction. Complex 3 crystallises in the monoclinic system, space group C2/c, with a = 26.9527(10), b = 10.9558(7), c = 19.2104(10) A, beta = 127.268(2), V = 4514.3(4) A3 and Z = 4. The copper(I) coordination geometry is tetrahedral, each copper centre being linked to four phthalazine molecules. Dicationic units of 3 which present an unusual paddle wheel-like shape constitute appropriate organometallic building blocks for the construction of a supramolecular solid-state architecture. The analysis of the packing of the molecules of 3 in the crystal revealed an unprecedented 2-dimensional network, resulting from intermolecular pi-pi and electrostatic interactions.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N342 – PubChem

Final Thoughts on Chemistry for 253-52-1

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Electrochemical reduction of 1,4-disubstituted phthalazines

Electrochemical reduction in dimethylformamide of unsymmetrical 1-Cl-4-X-phthalazines and symmetrical 1,4-X2-phthalazines (X = Cl, PhO, MeO, EtO, i-PrO) was studied by voltammetry and electrolysis-ESR. The electron trasfer on 1,4-dichlorophthalazine and unsymmetrical 1-Cl-4-X-phthalazines induces anionoid elimination of Cl and X, pyridazine ring cleavage, and phthalonitrile formation. In this previously unknown process the transfer of two electrons induces cleavage of three sigma bonds and formation of two new pi bonds. The reduction of 1,4-dialkoxy(diaryloxy)phthalazines involves formation of stable radical anions which undergo no heteroring cleavage. Possible mechanisms of the processes studied were discussed. It was assumed that the same mechanism with pyridazine ring cleavage may be realized with other phthalazine derivatives and heteroannelated pyridazines containing readily leaving nucleofuge groups alpha to nitrogens.

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Reference£º
Phthalazine – Wikipedia,
Phthalazine | C8H6N494 – PubChem