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Synthesis and Characterization of New Boron Compounds Using Reaction of Diazonium Tetraphenylborate with Enaminoamides
Authors: Svobodová Markéta | Svoboda Jan | Li Bing-Han | Bertolasi Valerio | Socha Luboš | Sedlák Miloš | Marek Lukáš
Year: 2022
Type of publication: článek v odborném periodiku
Name of source: Molecules
Publisher name: MDPI
Place: BASEL
Page from-to: 367
Titles:
Language Name Abstract Keywords
cze Syntéza a charakterizace nových sloučenin boru s využitím reakce diazonium-tetraphenylborátu a enaminoamidů Reakcí polarizovaných ethylenů, konkrétně beta-enaminoamidů, s 4-methylbenzendiazonium-tetrafenylborátem byla připravena série oxazaborinů, diazaborinonů, triazaborinů a triazaborinonů. Reakčními podmínkami lze kontrolovat vznik jednotlivých produktů. Substituované oxazaboriny přechází na diazaborinony při 250 °C. Připravené sloučeniny byly charakterizovány 1H NMR, 13C NMR, IČ a UV-Vis spektroskopií, HRMS nebo elementární analýzou. Struktury produktů byly potvrzeny také 11B NMR,15N NMR, 1D NOESY a X-ray analýzou. Byl navržen také mechanismus reakce. bor; enaminoamidy; oxazaboriny; diazaborinony; triazaboriny; triazaborinony, diazonium-tetrafenylborát
eng Synthesis and Characterization of New Boron Compounds Using Reaction of Diazonium Tetraphenylborate with Enaminoamides A family of oxazaborines, diazaborinones, triazaborines, and triazaborinones was prepared by reaction of polarized ethylenes, such as beta-enaminoamides, with 4-methylbenzenediazonium tetraphenylborates. The reaction conditions (stirring in CH2Cl2 at room temperature (Method A) or stirring with CH3COONa in CH2Cl2 at room temperature (Method B) or refluxing in the CH2Cl2/toluene mixture (Method C)) controlled the formation and relative content of these compounds in the reaction mixtures from one to three products. Substituted oxazaborines gradually rearranged into diazaborinones at 250 °C. The prepared compounds were characterized by 1H NMR, 13C NMR, IR, and UV-Vis spectroscopy, HRMS, or microanalysis. The structure of individual compounds was confirmed by 11B NMR, 15N NMR, 1D NOESY, and X-ray analysis. The mechanism of reaction of enaminoamides with 4-methylbenzenediazonium tetraphenylborate was proposed. boron; enaminoamides; oxazaborines; diazaborinones; triazaborines; triazaborinones, diazonium tetraphenylborate

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