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Information × Registration Number 0218U001152, 0115U003537 , R & D reports Title Stable carbenes of a new generation. Synthesis and properties popup.stage_title Head Korotkikh Nikolai Ivanovich, Доктор хімічних наук Registration Date 24-01-2018 Organization The L.M.Litvinenko Institute of Physical-Organic Chemistry and Coal Chemistry popup.description2 The object of the study is new stable carbenes and their precarbene forms for creating highly efficient catalysts for the reductive dehalogenation (hydrodehalogenation) of haloarenes and reduction of multiple bonds by alcohols in alkali medium. The purpose of the work is the synthesis of stable carbenes of a new generation in order to use them for the synthesis of the catalysts for reactions of hydrodehalogenation of haloarenes and reduction of multiple bonds by alcohols in alkali medium. Methods of research are synthetic, spectral (NMR spectroscopy), analytical (chromatographic, elemental analysis).The synthesis of precursors for a number of pyridine and pyrimidine carbenes has been developed starting from unsubstituted and 3,5-disubstituted pyridines. The synthesis of 3,5-dimorpholinopyridine was carried out from 3,5-dibromopyridine in the presence of sodium tert-butoxide and a carbene complex catalyst (the Buchwald-Hartwig reaction). The respective precarbenes were synthesized by quaternization of 3,5-dimorpholino¬pyridine with trityl chloride or 1-bromoadamantane. The synthesis of the precarbene 1,3-di-(1-adamantyl)-5,6-dihydro-4H-pyrimidinium salts was carried out. The new functionalized complexes of copper (I) with high steric protection of the metal center were synthesized. The chelated carbene complexes based on the system of 1-oxidophenylbenzimidazol-2-ylidene and the precursor to the mesoionic carbene 1,2,3-trimethyl-5-phenylimidazolium-4-ide were also prepared. The precarbenes and carbenoids obtained are promising starting compounds for the synthesis of highly efficient catalysts of the transesterification reaction, hydrodehalogenation of haloarenes, reduction of multiple bonds,functionalization (cyanomethylation and trifluoromethylation) of organic compounds.Using the DFT method the calculations of the dimerization energies of a number of carbenes were carried out identifying the most stable systems. The obtained data are important for the development of the preparative synthesis of stable carbenes and their precursors, catalysis of the reactions of reduction multiple bonds and haloarenes, and the functionalization of organic compounds. The field of application is the synthesis of stable carbenes and their precursors, catalysis of the haloarene hydrodehalogenation and other organic reactions. In the future, synthesis and study of the efficiencies of new catalysts of reduction processes on the basis of synthesized carbenes are foreseen. Product Description popup.authors Єня Василь Іванович Дзюба Оксана Іванівна Ковач Микола Анатолійович Короткіх Владислав Миколайович Короткіх Микола Іванович Раєнко Геннадій Федорович Скоробогатова Зоя Михайлівна Ткачук Юлія Валентинівна Устілко Юлія Олександрівна Швайка Олесь Павлович popup.nrat_date 2020-04-02 Close