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Vol 472, No 2 (2017)

Chemistry

Catalytic synthesis of O-aryl methyl(phenyl)phosphonochloridates

Brel V.K., Goryunov E.I., Molchanova G.N., Goryunova I.B., Kudryavtsev I.Y., Baulina T.V., Khodak A.A., Strelkova T.V., Nifant’ev E.E.

Abstract

The reaction of methyl- and phenyldichlorophosphonates with phenols in the presence of anhydrous magnesium chloride (catalyst) or magnesium metal (procatalyst) has been used as a simple, efficient, and industrially feasible method for the synthesis of the corresponding O-aryl alkyl(aryl)phosphonochloridates.

Doklady Chemistry. 2017;472(2):21-24
pages 21-24 views

New monomer based on thienopyrazine with fluorocarbazole substituents as a promising building block for organic electronics

Keshtov M.L., Kuklin S.A., Konstantinov I.O., Peregudov A.S., Muranov A.V., Khokhlov A.R.

Abstract

A new monomer, 2,3-bis[6-fluoro-9-(2-octyldodecyl)-9H-carbazol-3-yl]-3,3'-[5,7-di(5-bromothienyl-2)thieno[3,4-b]pyrazine, M1, based on thienopyrazine containing fluorocarbazole substituents in the pyrazine ring has been synthesized. The structure of the compound has been proved by 1H and 13C NMR and elemental analysis. The HOMO and LUMO energies for monomer M1 and its precursor 3 determined by the electrochemical method are–5.03 and–3.31 eV, as well as–5.28 and–3.36 eV, respectively. Band gap widths Egec are 1.72 and 1.92 eV for compounds M1 and 3, respectively. The new structural fragment has rather deep energy levels of frontier molecular orbitals and a small band gap width; therefore, it is a promising building block for the synthesis of polymers for organic electronics.

Doklady Chemistry. 2017;472(2):25-29
pages 25-29 views

Synthesis of 3-(2-hydroxyphenyl)-1,5-dialkyl-1H-1,2,4-triazoles and their Zn(II) complexes

Mikhailov I.E., Vikrishchuk N.I., Popov L.D., Beldovskaya A.D., Dushenko G.A., Revinskii Y.V., Minkin V.I.

Abstract

It has been demonstrated by 13C NMR and quantum-chemical calculations that alkylation of 5-(2-hydroxyphenyl)-3-methyl(vinylphenyl)-1H-1,2,4-triazoles with dialkyl sulfates in aqueous DMSO in the presence of alkali occurs exclusively in the 2-position of the triazole ring to give 3-(2-hydroxyphenyl)-1,5-dialkyl(alkylvinylphenyl)-1H-1,2,4-triazoles. Emission spectra of these compounds show two weak bands (λmaxfl = 317–346 and 430–447 nm, φ = 0.002–0.007), whereas their zinc complexes emit in the violet range of the visible spectrum (λmaxfl= 373–377 nm, φ = 0.20–0.25).

Doklady Chemistry. 2017;472(2):30-35
pages 30-35 views

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