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Valery Fokin

    Valery Fokin

    Time-dependent monitoring of the reactive intermediates provides valuable information about the mechanism of a synthetic transformation. However, the process frequently involves intermediates with short lifetimes that significantly... more
    Time-dependent monitoring of the reactive intermediates provides valuable information about the mechanism of a synthetic transformation. However, the process frequently involves intermediates with short lifetimes that significantly challenge the accessibility of the desired kinetic data. We report in situ cyclic voltammetry (CV) and nuclear magnetic resonance (NMR) spectroscopy studies of the cycloaddition reaction of organobismuth(III) compounds with organic azides under the copper(I)-catalyzed conditions. A series of bismuth(III) acetylides carrying diphenyl sulfone scaffolds have been synthesized to study the underlying electronic and steric effects of the tethered moieties capable of transannular oxygen O···Bi interactions and para-functionality of the parent phenylacetylene backbones. While belonging to the family of copper-catalyzed azide-alkyne cycloaddition reactions, the reaction yielding 5-bismuth(III)-triazolide is the sole example of a complex catalytic transformation th...
    Special agents for protein capture: Iterative in situ click chemistry (see scheme for the tertiary ligand screen) and the one‐bead–one‐compound method for the creation of a peptide library enable the fragment‐based assembly of selective... more
    Special agents for protein capture: Iterative in situ click chemistry (see scheme for the tertiary ligand screen) and the one‐bead–one‐compound method for the creation of a peptide library enable the fragment‐based assembly of selective high‐affinity protein‐capture agents. The resulting ligands are water‐soluble and stable chemically, biochemically, and thermally. They can be produced in gram quantities through copper(I)‐catalyzed cycloaddition.magnified image
    Medicinal chemists have successfully applied structure-activity-relationships (SAR) to identify the optimal structural features constituent in a small molecule to advance the therapeutic potential of a series of drug candidates. In... more
    Medicinal chemists have successfully applied structure-activity-relationships (SAR) to identify the optimal structural features constituent in a small molecule to advance the therapeutic potential of a series of drug candidates. In contrast, process development has focused on the optimally efficient synthetic preparation of a drug candidate already selected for its therapeutic and structural properties. In this approach we decided to combine decisive advantageous elements of these two strategies to explore the structure-reactivity relationships in the osmium catalyzed "special" 2nd cycle amino hydroxylation reaction.
    Research Interests:
    The novel azavinyl carbene precursors (I) smoothly react with nitriles to afford imidazoles like (III).
    Pregled bibliografske jedinice broj: 334126. Zbornik radova. Autori: Kovarik, Zrinka; Čalić, Maja; Kalisiak, Jaroslaw; Radić, Zoran; Taylor, Palmer; Fokin, Valery V.; Sharpless, Barry K. Naslov: New reactivators of tabun-inhibited... more
    Pregled bibliografske jedinice broj: 334126. Zbornik radova. Autori: Kovarik, Zrinka; Čalić, Maja; Kalisiak, Jaroslaw; Radić, Zoran; Taylor, Palmer; Fokin, Valery V.; Sharpless, Barry K. Naslov: New reactivators of tabun-inhibited acetylcholinesterase synthesised by click chemistry. ...
    Treatment of NMP solutions of NiCl2 with 1,1′,1′′‐(phosphanetriyl)tripiperidine (≈2.05 equiv), dissolved in THF, in air at 25 °C forms a highly active catalytic system for the cross‐coupling of a large variety of electronically activated,... more
    Treatment of NMP solutions of NiCl2 with 1,1′,1′′‐(phosphanetriyl)tripiperidine (≈2.05 equiv), dissolved in THF, in air at 25 °C forms a highly active catalytic system for the cross‐coupling of a large variety of electronically activated, non‐activated, deactivated, and ortho‐substituted, heterocyclic, and functionalized aryl bromides and aryl chlorides with diarylzinc reagents. Very high levels of conversion and yields were obtained within 2 h at 60 °C in the presence of only 0.1 mol % of catalyst (based on nickel) and thus at catalyst loadings far lower than typically reported for nickel‐catalyzed versions of the Negishi reaction. Various aryl halides—which may contain trifluoromethyl groups, fluorides, or other functional groups such as acetals, ketones, ethers, esters, lactones, amides, imines, anilines, alkenes, pyridines, quinolines, and pyrimidines—were successfully converted into the corresponding biaryls. Electronic and steric variations are tolerated in both reaction partn...

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