Structural peculiarities of some diphenyl ether derivatives

Conclusions On bromination of diphenyl ether the first bromine atom enters into the hydrocarbon ring, and the second bromine atom enters into the ethereal ring. The same principle was found for the chloromethylation of diphenyl ether.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 142–144, January, 1969.     

Synthesis,structure, and properties of organoplatinum(ii) derivatives of diphenyl ether

New mono- and disubstituted organoplatinum(II) derivatives of diphenyl ether,cis-(PhOC₆H₄-o)PtCl(PPh₃)₂ and (o-C₆H₄OC₆H₄-o)Pt(PPh₃)₂, were synthesized by the reaction of 2,2-dilithium diphenyl oxide withcis-Cl₂Pt(PPh₃)₂. Transmetallation of (PhOC₆H₄-o)AuPPh₃ withcis-Cl₂Pt(PPh₃)₂ was studied using³¹P NMR monitoring. This reaction proceeds with the retention of configuration to afford ClAuPPh₃ andcis-(PhOC₆H₄-o)PtCl(PPh₃)₂ under kinetically controlled conditions. The latter complex irreversibly isomerizes into thetrans isomer in the presence of equimolar quantities of ClAuPPh₃, whereas, in the presence of free PPh₃, this isomerization is reversible. The structures of the obtained diphenyl oxide derivatives of platinum were confirmed by³¹P NMR and FAB mass spectrometry. It was established by X-ray structural analysis that in thecis-(PhOC₆H₄-o)PtCl(PPh₃)₂ complex, the Pt atom is in a nearly square-planar coordination, and secondary intramolecular Pt...O interaction occurs.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1814–1820, October, 1994.We would like to thank A. L. Blyumenfel'd and P. V. Petrovskii for recording the 31p NMR spectra, and D. V. Zagorevskii and K. V. Kazakov for measuring the mass spectrometric characteristics.This work was supported by the International Science Foundation (Project No. MDV 000).     

A study on hydrogen uptake and release of a eutectic mixture of biphenyl and diphenyl ether

Hydrogen storage in Liquid Organic Hydrogen Carrier(LOHC) systems is appealing for the safe storage and distribution of excess renewable energy via existing gasoline infrastructures to end-users. We present the eutectic mixture of biphenyl and diphenyl ether of its first use as a LOHC material. The material is hydrogenated with 99% selectivity without the cleavage of C–O bond, with commercial heterogeneous catalysts,which is confirmed by nuclear magnetic spectroscopy and gas chromatography-mass spectrometry. Equilibrium concentration, dehydrogenation enthalpy, and thermo-neutral temperature are calculated using a density functional theory. The results indicate that O-atom-containing material exhibits more favorable dehydrogenation thermodynamics than that of the hydrocarbon analogue. The H2-rich material contains6.8 wt% of gravimetric hydrogen storage capacity. A preliminary study of catalytic dehydrogenation on a continuous reactor is presented to demonstrate a reversibility of this material.     

Thermodynamic properties of anthraquinone derivatives

The enthalpies of solution of a series of anthraquinone derivatives in dioxane at various dilutions were determined by isothermal calorimetry.     

Thermodynamic properties of cytisine dithiocarbamate derivatives

The heat of solution in water and the heat capacity in the range 173 K-T _m of triethylammonium, sodium, and potassium dithiocarbamates derived from cytisine were studied by calorimetry. The heats of combustion and melting and the standard enthalpies of formation of the compounds were calculated.     

Synthesis and in vitro evaluation of new diphenyl ether derivatives as serotonin transporter ligands

For the development of new ligands as potential imaging agents for the serotonin transporter (SERT),a series of diphenyl ether derivatives have been synthesized,characterized,and evaluated for their in vitro binding affinities to the SERT. Among the above compounds,2-(2-((dimethylamino)methyl)-4-fluoro-phenoxy)-5-bromobenzenamine (15) and 2-(2-((dimethylamino)methyl)-4-fluorophenoxy)-5-iodobenzene amine (16) show high binding affinities for the SERT with Ki values of 0.28 and 0.20 nmol·L-1,respectively. They can be further labeled with carbon-11,fluorine-18,iodine-123 or bromine-76,and evaluated as useful imaging agents for the SERT. Moreover,the study of the structure-activity relationship (SAR) provides some useful information for the future design of new ligands.     

Synthesis,physicochemical and coordination properties of 5,15-diphenyltetramethyltetraethylporphyn nitro derivatives

The 5,15-diphenyl-3,7,13,17-tetramethyl-2,8,12,18-tetraethylporphyrin nitro derivatives containing the nitro groups in the meso-positions of the porphyn ring and/or para-positions of phenyl rings were synthesized. Porphyrins were characterized by electron absorption, ¹H NMR, and IR spectra. The purity and individuality of the synthesized compounds was proved by TLC and elemental analysis. Kinetic parameters of complexation reactions of the synthesized porphyrins with copper acetate in pyridine and in the mixed solvent benzene-acetic acid (7:3) depend on the degree of deformation of the tetrapyrrole cycle, on the solvation effects and electronic effects of the nitro groups.     

Synthesis and physicochemical properties of 9,10-phenanthrenequinone monoxime and its nitro derivatives

Phenanthrenequinone monoxime and its mono-, di-, and trinitro derivatives were synthesized. The acidity constants and their variation with the number and position of nitro groups were determined. The electronic and IR spectra of the nitro compounds were studied. The bands in the electronic spectra were assigned based on quantum-chemical calculations in the Pariser—Parr—Pople approximation. Correlations between the pK _a values and some calculated characteristics of the compounds under study were found. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1106–1110, June, 1999.     

Chlorinated chromone and diphenyl ether derivatives from the mangrove-derived fungus Pestalotiopsis sp. PSU-MA69

Four new diphenyl ethers, pestalotethers A–D (1–4), three new chromones, pestalochromones A–C (5–7), one new xanthone, pestaloxanthone (8), and one new butenolide, pestalolide (9), together with 11 known compounds were isolated from the mangrove-derived fungus Pestalotiopsis sp. PSU-MA69. Their structures were established by spectroscopic techniques. Compounds 1–3 and 5–7 are the rare chlorinated fungal metabolites of diphenyl ethers and chromones, respectively. Pestalolide (9) displayed weak antifungal activity against Candida albicans and Cryptococcus neoformans.     

Preparation and properties of some derivatives of perfluoropropyl vinyl ether

Conclusions It has been shown that it is possible to synthesize phenoxy derivatives of perfluoroalkyl ethers from perfluoropropyl vinyl ether. Some reactions of the products have been studied.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2319–2321, October, 1984.     

Design,synthesis, insecticidal,and acaricidal activities of novel pyrimidinamine derivatives containing a biphenyl ether

A series of original pyrimidinamine derivatives containing a biphenyl ether moiety were designed and synthesized. Their structures were confirmed by ¹H NMR, MS, and elemental analyses. Their insecticidal activities against lepidopteran and hemiptera insects and acaricidal activities were tested. The results of bioassay demonstrated that 9k showed the best activity (LC₅₀ = 2.08 mg/L) against Tetranychus urticae, which is comparable with the positive control, spirotetramat (LC₅₀ = 2.27 mg/L), and 9g showed better activity (LC₅₀ = 0.52 mg/L) against Aphis fabae than the positive control, imidacloprid (LC₅₀ = 1.02 mg/L), and relatively good activity (LC₅₀ = 2.49 mg/L) against T urticae. Their structure‐activity relationships indicated that both an ethyl group on the 4‐position of the pyrimidine ring and alkyl chain as a para‐substituent group of the benzene ring showed good biological activity.     

Thermodynamic properties of poly(2,6-dimethyl-1,4-phenylene ether)

The thermodynamic properties of crystalline and amorphous poly(2,6-dimethyl-1,4-phenylene ether) (PPO

1 Registered trademark of General Electric Company.

polymer, General Electric Co.) have been studied calorimetrically between 80 and 570°K. The calculated configurational entropy of this polymer, of similar magnitude to other glass-forming liquids, is consistent with the combination of an unusually high ratio of T_g/T_m, and a low melting entropy.     

Computational study on energetic properties of nitro derivatives of furan substituted azoles

Density functional theory has been used to investigate geometries, heats of formation (HOFs), C-NO₂ bond dissociation energies (BDEs), and relative energetic properties of nitro derivatives of azole substituted furan. HOFs for a series of molecules were calculated by using density functional theory (DFT) and Møller–Plesset (MP2) methods. The density is predicted using crystal packing calculations; all the designed compounds show density above 1.71 g/cm³. The calculated detonation velocities and detonation pressures indicate that the nitro group is very helpful for enhancing the detonation performance for the designed compounds. Thermal stabilities have been evaluated from the bond dissociation energies. Charge on the nitro group was used to assess the impact sensitivity in this study. According to the results of the calculations, tri- and tetra-nitro substituted derivatives reveal high performance with better thermal stability.     

Preliminary communication Electro-optical properties of benzyl fluoroalkyl ether derivatives

Several new fluorinated liquid crystal compounds, 4- n -propylbicyclohexylbenzyl fluoroalkyl ethers (C2BFE) and a 4- n -propylcyclohexylbenzyl 2-perfluoropropoxy-2,3,3,3-tetrafluoropropyl ether (C1BFE), were synthesized and their phase transition behaviours and electro-optical properties investigated by DSC, polarizing optical microscopy, Abbe refractometry and other physical methods. All the C2BFE compounds showed a layered mesophase like SmB, while C2BFE had no mesophase. All the fluorinated compounds have good solubility in ZLI-1132 (more than 15 wt %) and can be used as a component for lowering the refractive anisotropy (Delta n ) of the nematic solvent ZLI-1132.     

The reaction of pyrite with diphenyl ether

Diphenyl ether is converted into diphenyl sulfide (largely), dibenzofuran, phenoxybiphenyls, diphenoxybiphenyls, and several other sulfur- containing compounds by reaction with pyrite at 350–360°.     

The double-melting behavior of poly(ether diphenyl ether ketone)

Poly(ether diphenyl ether ketone) (PEDEK) synthesized by the nucleophilic route has the following chemical structure: At some given temperatures for a given time isothermally crystallized PEDEK sample exhibits two endothermic peaks which are similar to PEEK and PEEKK. The melting behavior of PEDEK crystallized from the glassy state is investigated through differential scanning calorimeter (DSC). We consider that the high-melting peak is related to the perfect crystals and the low-melting peak is associated with a few imperfect crystals. © 1997 John Wiley & Sons, Inc.     

Synthesis and coordination properties of nitro derivatives of 5,15-diphenyl-3,7,13,17-tetramethyl-2,8,12,18-tetraethylporphyrin

Russian Journal of General Chemistry - Methods were developed for the synthesis of nitro derivatives of 5,15-diphenyl-3,7,13,17-tetramethyl-2,8,12,18-tetraethylporphyrin containing nitro groups at...     

Interfacial tension,wettability, foam and emulsification properties of mono- and di-tetrapropylene diphenyl ether disulfonates

The interfacial tension, wettability, foam and emulsification properties of di-tetrapropylene diphenyl ether disulfonates (C₁₂-DADS) gemini-type surfactant have been studied and compared to mono-tetrapropylene diphenyl ether disulfonates (C₁₂-MADS) and tetrapropylene benzene sulfonates (C₁₂-BAS). The results show that the C₁₂-DADS have a lower interfacial activity compared to that of C₁₂-MADS and C₁₂-BAS. The wettability of the three surfactants decreases in the order C₁₂-BAS?>?C₁₂-DADS?>?C₁₂-MADS. For foam properties, the foamability and foam stability of C₁₂-MADS and C₁₂-DADS is lower than that of C₁₂-BAS. In addition, the emulsification ability increase in the order C₁₂-DADS?12-MADS?12-BAS.     

Thermodynamic properties of ethanol solution of chiral camphors and its derivatives

Enthalpies of mixing and the densities of ethanol solution of R- and S-enantiomers of camphor, 10-camphorsulfonamide, 10-camphorsulfonic acid, camphorquinone, and 10-camphorsulfonyl chloride have been measured for a wide range of mole fractions of heterochiral components at 298.15 K. Enthalpies of mixing were exothermic for all concentrations and heterochiral solutions were more stable than each of the homochiral solutions. Enthalpic stabilization of mixing of heterochiral solutions was increased with a decreasing concentration of all the camphor derivatives measured. The sequence of enthalpic stabilization on mixing was 10-camphorsulfonyl chloride, 10-camphorsulfonic acid, 10-camphorsulfonamide, camphor, and camphorquinone. Apparent molar volumes were determined and excess volumes of mixing of heterochiral solutions were small and negative. Enthalpic stabilizations were found to be dependent on dipole–dipole interaction between solutes and solvents.