Synthesis, Characterization, and Properties of High-Energy Fillers Derived from Nitroisobutylglycerol.

Herein we report a comprehensive laboratory synthesis of a series of energetic azidonitrate derivatives (ANDP, SMX, AMDNNM, NIBTN, NPN, 2-nitro-1,3-dinitro-oxypropane) starting from the readily available nitroisobutylglycerol. This simple protocol allows obtaining the high-energy additives from the available precursor in yields higher than those reported using safe and simple operations not presented in previous works. A detailed characterization of the physical, chemical, and energetic properties including impact sensitivity and thermal behavior of these species was performed for the systematic evaluation and comparison of the corresponding class of energetic compounds.

Synthesis of ß-iodovinyl sulfones via direct photoinitiated difunctionalization of internal alkynes.

The reaction of direct photoinitiated iodosulfonylation of internal acetylenes with p-tolylsulfonyl iodide and its regioselectivity of the products was studied. Methods for the subsequent functionalization of ß-iodovinylsulfones using cross-coupling reactions to obtain valuable and non-available compounds are proposed.

One-Pot Modified Madelung Synthesis of 3-Tosyl- and 3-Cyano-1,2-disubstituted Indoles.

A One-pot, two-step procedure for the synthesis of 1,2-disubstituted-3-tosyl and 1,2-disubstituted-3-cyanoindoles from the corresponding N-(o-tolyl)benzamides is reported. The developed procedure is operationally simple, does not utilize any transition metals, and provides variably substituted indoles in good yields from readily available starting materials.

The Physicochemical Characterization of New "Green" Epoxy-Resin Hardener Made from PET Waste.

"Green" thermally stable hardener was synthesized from a PET waste. The rigid molecular linear structure of the new hardener suggests that it will provide the polymer matrix with the necessary physical and mechanical characteristics. It also allows the expectation that cured matrix based on this hardener can provide increased toughness. New hardener was used as a curing agent for three epoxy resins-tetraglycidyl methylenedianiline (TGDMA, 111-117 EEW), diglycidylether of bisphenol A (DGEBA, 170-192 EEW) and solid epoxy resin (SER)-with a medium molecular weight (860-930 EEW) based on DGEBA. The mixtures were found to have the highest Tg for the DGEBA resin, and high of that for TGDMA and SER. According to the DMA analysis for two cured matrices, the hardener proved to be no worse than the standard ones, and made it possible to obtain cured matrices with excellent mechanical properties, which allows us to hope for further application of new hardener cured epoxy matrices in appropriate composite materials at high temperatures.

Highly efficient synthesis of 3,4-diarylbutadiene sulfones using Heck-Matsuda reaction.

For the first time we describe a general method for the synthesis of previously not synthesized unsymmetrical 3,4-diarylbutadiene sulfones which can be stable convenient precursors for 2,3-diaryl-1,3-butadienes. Our method for arylation of butadiene sulfones via Heck-Matsuda reaction allows to obtain unsymmetrical 3,4-diarylbutadiene sulfones with a variety of alkyl, alkoxy, nitro, ethoxycarbonyl, perfluoroalkyl and halogen substituents (30 examples) in very good yields using readily available reagents and catalysts.

Ring size and nothing else matters: unusual regioselectivity of alkyne hydration by NHC gold(I) complexes.

We have investigated the role of ring sizes and substituents in NHC ligands in some (NHC)Au(i) complexes in the hydration of internal alkynes. Despite the fact that using (NHC)Au(i) complexes in the hydration of diarylacetylenes leads to Markovnikov-type products, the precise tuning of ligands allows changing the regioselectivity in arylalkylacetylene hydration to the anti-Markovnikov-type.

Mixed er-NHC/phosphine Pd(ii) complexes and their catalytic activity in the Buchwald-Hartwig reaction under solvent-free conditions.

A series of novel (NHC)PdCl2-PR3 complexes were synthesized and fully characterized by 1H, 13C, 31P NMR and FT-IR spectroscopy. These complexes showed high catalytic activity toward solvent-free Buchwald-Hartwig amination. Both primary and secondary amines were efficiently utilized under the same reaction conditions. The solvent-free synthesis of valuable N-aryl carbazoles and similar N-heterocyclic systems was described.

Solvent- and transition metal-free amide synthesis from phenyl esters and aryl amines.

A general, economical, and environmentally friendly method of amide synthesis from phenyl esters and aryl amines was developed. This new method has significant advantages compared to previously reported palladium-catalyzed approaches. The reaction is performed transition metal- and solvent-free, using a cheap and environmentally benign base, NaH. This approach enabled us to obtain target amides in high yields with high atom economy.