Continuous-flow synthesis of fluorine-containing fine chemicals with integrated benchtop NMR analysis
| Autor: | Andrew R. Hillson, Jan Barten, Matthias Besold, Dorothee Reinhard, Hans-Joachim Kost, Susanne D. Riegel, Dmitri V. Sevenard, Bruce Lix, Christian Hofmann, Knut Welzel, Thomas H. Rehm, Andrey V. Didenko, Patrick Löb |
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| Přispěvatelé: | Publica |
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
Fluid Flow and Transfer Processes
chemistry.chemical_classification Spectrometer 010405 organic chemistry Process Chemistry and Technology Inorganic chemistry Analytical chemistry Salt (chemistry) chemistry.chemical_element Substrate (chemistry) 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Benzaldehyde chemistry.chemical_compound chemistry Chemistry (miscellaneous) Furan Fluorine Chemical Engineering (miscellaneous) Sample preparation |
| Popis: | A compact lab plant was designed for the continuous-flow synthesis of fluorine-containing compounds and was combined with an NMR analysis platform based on a benchtop NMR spectrometer. The approach of a unified synthesis and analysis strategy for fine chemicals was applied to three different reactions, all employing fluorine as a chemical probe for online-19F NMR analysis. A high temperature synthesis for the deprotection of a CF2H group was done as well as Ruppert–Prakash reactions for the perfluoroalkylation of benzaldehyde as a model substrate. The C–H arylation of furan with a trifluoromethylated aryldiazonium salt was performed as an example of a photochemically catalyzed reaction. All three reaction classes challenge the synthesis and analysis setup differently according to sample preparation (premagnetization of bubble-free sample) and spectrometer sensitivity (signal to noise ratio, spectral resolution, scan number, substrate concentration and flow rate), but nonetheless prove the successful application of the continuous-flow synthesis of fluorinated fine chemicals with integrated online NMR analysis. |
| Databáze: | OpenAIRE |
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