An Olefin-based Multi-component Reaction to 1,2-Azaborolidine Derivatives

Reaction of the borane FmesBH2·SMe2 [Fmes: 2,4,6-tris(trifluoro-methyl)phenyl] with two molar equivs of a small series of 1-alkenes followed by treatment with two molar equivalents of the bulky isonitrile CN-Xyl (Xyl:...

Influence of different types of solvents on morphology, optical and conductive properties of PCBM films

The article deals with the influence of various types of solvents on the spectral characteristics and conductive properties of films [6,6]-methyl phenyl-C61-butyric acid, precipitated from solutions. It is clearly shown that the effect of the nature of the solvent affects the morphology of the film surface. Analysis of the spectra of the optical range showed the presence of a maximum of the absorption coefficient in the frequency range of 340-490 nm. The calculation of the optical bandgap clearly demonstrates the possibility of modernizing the atomic structure of films by using various types of solvents. A study of the current-voltage characteristics showed the presence of a photocurrent in carbon films deposited with dichloromethane, toluene, and chloroform.

Electrophilic cyclization of propargyl thioethers of 3-methyl(phenyl)-2-(prop-2-yn-1-ylthio)-7-(trifluoromethyl)quinazolin-4(3H)-ones by tellurium tetrahalides

The paper presents the results of the study of the process of electrophilic intramolecular cyclization of 3-methyl(phenyl)-2-(prop-2-yn-1-ylthio)-7-(trifluoromethyl)quinazolin-4(3H)-ones by tellurium tetrahalides. 3-Methyl(phenyl)-2-(prop-2-yn-1-ylthio)-7-(trifluoromethyl)quinazolin-4(3H)-ones were prepared by the alkylation of the corresponding thions with propargyl bromide in an alkaline alcohol medium. It is found that the interaction of propargyl thioethers of 3-substituted 2-thioxo-7-(trifluoromethyl)-2,3-dihydroquinazolin-4(1H)-ones with tellurium tetrahalides, which were obtained in situ from tellurium dioxide and six equivalents of corresponding concentrated hydrohalic acid, leads to the formation of halides of angular 4-methyl(phenyl)-5-oxo-1-((trihalotellanyl)methylidene)-8-(trifluoromethyl)-1,2,4,5-tetrahydrothiazolo[3,2-a]quinazolin-10-iums. The most optimal conditions for the tellurium-induced electrophilic heterocyclization of propargyl thioethers with tellurium terahalides are the use of glacial acetic acid as a solvent and stirring of the reaction mixture at room temperature for 24 hours. It is found that the electrophilic cyclization of 3-methyl(phenyl)-2-(prop-2-yn-1-ylthio)-7-(trifluoromethyl)quinazolin-4(3H)-ones by tellurium tetrahalides occurs stereoselectively with the formation of one configurational isomer. The influence of the nature of halogen in the electrophilic reagent and the substituent in position 3 of quinazoline is examined and it is found that these factors do not affect the regioselectivity of the electrophilic intramolecular cyclization process. As a result of the conducted study, potentially biologically active salts of tellurofunctionalized thiazolinoquinazolines of angular structure were received.

The crystal structure of (2-hydroxy-5-methyl-phenyl)-(1H-pyrazol-4-yl)-methanone hemihydrate, C11H10.5N2O2.5

C11H10.5N2O2.5, monoclinic, P21/c (no. 14), a = 4.9681(4) Å, b = 32.634(4) Å, c = 6.2373(10) Å, β = 96.244(10)°, V = 1005.3(2) Å3, Z = 4, R gt (F) = 0.0595, wR ref (F 2) = 0.1112, T = 293(2) K.

Fe(III)-Activated Sulfite Revisited: The Overlooked Role of High-Valent Iron(IV)-Oxo Complex (Fe(IV)) in Water Treatment

Sulfate radical (SO4•−) and its secondary radical (hydroxyl radical, •OH) are commonly recognized as the primary reactive intermediates formed by Fe(III)/sulfite system. However, it still remains unknown whether Fe(IV) is involved in this system where the well documented Fe(IV)-precursors (i.e., Fe(II) and persulfates) were in-situ generated. Intriguingly, we observed that methyl phenyl sulfone (PMSO2), indicative of Fe(IV) formation, was formed during methyl phenyl sulfoxide (PMSO) transformation in Fe(III)/sulfite system, which unprecedently verified that Fe(IV) played a crucial role in it. In parallel, the involvement of SO4•− and •OH in this system were also identified, but the limited •OH was proposed to be derived from hydrolysis of both Fe(IV) and SO4•−, rather than by self-decay of SO4•− alone. Moreover, the contribution of Fe(IV) relative to it of free radicals was explored by monitoring the yield of PMSO2. It was disclosed that the relative contribution of Fe(IV) was progressively promoted as Fe(III)-sulfite reaction proceeding with an upper limit of 80%-90%, and it was accelerated by promoting Fe(III) and sulfite dosages, while was declined with increasing pH. Furthermore, a kinetic model was developed, which precisely simulated kinetic traces of PMSO transformation and dissolved oxygen evolution in Fe(III)/sulfite system. More importantly, the kinetic model offered the first insight into the evolution of Fe(IV), SO4•−, and •OH, which provided in-depth mechanistic understanding of the iron-catalyzed sulfite auto-oxidation process. Considering the different chemical properties between Fe(IV) and free radicals, it is urgent to re-evaluate the decontamination process by iron/sulfite system.

Hydrogen Bonds, Topologies, Energy Frameworks and Solubilities of Five Sorafenib Salts

Sorafenib (Sor) is an oral multi-kinase inhibitor, but its water solubility is very low. To improve its solubility, sorafenib hydrochloride hydrate, sorafenib hydrobromide and sorafenib hydrobromide hydrate were prepared in the mixed solvent of the corresponding acid solution, and tetrahydrofuran (THF). The crystal structures of sorafenib hydrochloride trihydrate (Sor·HCl.3H2O), 4-(4-{3-[4-chloro-3-(trifluoro-methyl)phenyl]ureido}phenoxy)-2-(N-methylcarbamoyl) pyridinium hydrochloride trihydrate, C21H17ClF3N4O3+·Cl−.3H2O (I), sorafenib hydrochloride monohydrate (Sor·HCl.H2O), C21H17ClF3N4O3+·Cl−.H2O (II), its solvated form (sorafenib hydrochloride monohydrate monotetrahydrofuran (Sor·HCl.H2O.THF), C21H17ClF3N4O3+·Cl−.H2O.C4H8O (III)), sorafenib hydrobromide (Sor·HBr), 4-(4-{3-[4-chloro-3-(trifluoro-methyl)phenyl]ureido}phenoxy)-2-(N-methylcarbamoyl) pyridinium hydrobromide, C21H17ClF3N4O3+·Br− (IV) and sorafenib hydrobromide monohydrate (Sor·HBr.H2O), C21H17ClF3N4O3+·Br−.H2O (V) were analysed. Their hydrogen bond systems and topologies were investigated. The results showed the distinct roles of water molecules in stabilizing their crystal structures. Moreover, (II) and (V) were isomorphous crystal structures with the same space group P21/n, and similar unit cell dimensions. The predicted morphologies of these forms based on the BFDH model matched well with experimental morphologies. The energy frameworks showed that (I), and (IV) might have better tabletability than (II) and (V). Moreover, the solubility and dissolution rate data exhibited an improvement in the solubility of these salts compared with the free drug.