Synthesis and spectral properties of α,α-difluorinated β-iminophosphonates
Autor: | Henryk Koroniak, Magdalena Rapp, Marta Z. Szewczyk |
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Rok vydání: | 2014 |
Předmět: |
chemistry.chemical_classification
Double bond Stereochemistry Organic Chemistry Imine Electrophilic fluorination Spectral properties Nuclear magnetic resonance spectroscopy Biochemistry Enamine Inorganic Chemistry Dephosphorylation chemistry.chemical_compound chemistry Environmental Chemistry Organic chemistry Physical and Theoretical Chemistry Alkyl |
Zdroj: | Journal of Fluorine Chemistry. 167:152-158 |
ISSN: | 0022-1139 |
DOI: | 10.1016/j.jfluchem.2014.07.008 |
Popis: | A method for the first synthesis of α , α -difluoromethylene- β -iminophosphonates has been developed. The strategy is based on electrophilic fluorination of secondary β -enaminophosphonates derived from β -ketophosphonate precursor and the corresponding primary amines. However, in case of fluorination of N -alkyl β -enaminophosphonate, the dephosphorylation has been observed yielding N -alkyl difluoromethylimine. The obtained product structures and geometry of β -enamine/imine double bonds were determined by 1 H, 13 C, 19 F and 31 P NMR spectroscopy. |
Databáze: | OpenAIRE |
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