Karolina Zawadzińska

Cracow University of Technology | PK · Institute of Organic Chemistry and Technology

Pyrazolines are five-membered heterocyclic compounds with two nitrogen atoms in their structure. They have many applications, especially in medicines. The following work presents the experimental and theoretical studies on the reaction between 3,3,3-trichloro-1-nitroprop-1-ene (TNP) 1 and N-(4-bromophenyl)-C-arylnitrylimine (NIs) 2a-c. The experim...

The possibility of the construction of five-membered heterocycles, including single heteroatom or systems with two, three and four heteroatoms were critically reviewed based on the recent reports regarding to the [3+2] cycloaddition reactions. Almost all of analysed reaction are realized with high regio- and stereoselectivity.

The biological activities in the field of antimicrobial application of trihalomethylated isoxazolines and isoxazolidines were investigated by means of molecular docking. In our work, we compared these two groups of heterocyclic compounds due to their strength of non-covalent binding affinity with several exemplary proteins that are known to partake...

Application of the Molecular Electron Density Theory (MEDT) for the exploration of the [3+2] cycloaddition processes between methyl propynoate 1 and difluoromethyldiazomethane T-1, have been implemented using the DFT/B3LYP/6-311(d,p) level of theory. According to an examination of conceptual DFT indices, difluoromethyldiazomethane (T-1) participate...

Key protocols of the preparation of conjugated nitroalkenes were reviewed and critically discussed. It was established, that optimal strategy for the obtaining of target compounds are small molecules extrusion processes from saturated nitro-compounds. Among them, the most universal methodologies based on carboxylic acids elimination have been discu...

The experimental and theoretical studies of reaction between (E)-3,3,3-trichloro-1-nitroprop-1-ene and N-(4-bromopnenyl)-C-arylnitrylimine was performed. It was found, that the title process lead unexpectedly to 1-(4-bromophenyl)-3-phenyl-5-nitropyrazole instead of expected 2-pyrazoline molecular system. This is a result of unique CHCl3 elemination...

The first examples of [3+2] cycloaddition reactions between 3,3,3-tribromo-1-nitroprop-1-ene (TBMN) were explored on the basis of experimental and theoretical approach. It was found, that reactions involving TBMN and diarylnitrones are realized with full regio- and stereoselectivity lead to respective 3,4-cis-4,5-trans-4-nitroisoxazolidines. The re...

In the framework of this presentation, the selectivity of [3+2] cycloaddition reactions involving tribromonitropropene has been studied both experimentally and theoretically within the Molecular Electron Density Theory (MEDT).

The question of the reactivity of different substituted nitrylimine-type three atom components (TACs) in [3+2] cycloaddition (32CAs) reactions with electrophilically activated nitroethenes was explored within the Molecular Electron Density Theory (MEDT). In the course of parallel research, the molecular mechanism of considered transformation was ex...

The regioselective zw-type [3 + 2] cycloaddition (32CA) reactions of a series of aryl-substituted nitrile N-oxides (NOs) with trichloronitropropene (TNP) have been both experimentally and theoretically studied within the Molecular Electron Density Theory (MEDT). Zwitterionic NOs behave as moderate nucleophiles while TNP acts as a very strong electr...

The regiochemistry of [3+2] cycloaddition (32CA) processes between benzonitrile N-oxide 1 and β-phosphorylated analogues of nitroethenes 2a–c has been studied using the Density Functional Theory (DFT) at the M062X/6-31+G(d) theory level. The obtained results of reactivity indices show that benzonitrile N-oxide 1 can be classified both as a moderate...

The regioselectivity of the [3+2] cycloaddition reactions between benzonitrile N-oxide as three-atom component and two series of para-substituted β-nitrostyrene analogues was analysed in the framework of a Molecular Electron Density Theory. All of the considered processes were found to be initiated by the attack of the most nucleophilic oxygen atom...

Rigid polyurethane foams (RPF) were synthesized with the use different type of blowing agents (methylal, isopentane, cyclopentane, mixture of isopentane and cyclopentane, carbon dioxide). The effects of blowing agent type on the foaming process, cellular structure, mechanical properties and changes of thermal conductivity during one year aging are...