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  4. Continuous-flow synthesis of fluorine-containing fine chemicals with integrated benchtop NMR analysis
 
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2017
Zeitschriftenaufsatz
Titel

Continuous-flow synthesis of fluorine-containing fine chemicals with integrated benchtop NMR analysis

Abstract
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.
Author(s)
Rehm, Thomas H.
Hofmann, Christian
Reinhard, Dorothee
Kost, Hans-Joachim
Löb, Patrick
Besold, Matthias
Welzel, Knut
Barten, Jan
Didenko, Andrey
Sevenard, Dmitri V.
Lix, Bruce
Hillson, Andrew R.
Riegel, Susanne D.
Zeitschrift
Reaction chemistry & engineering
Thumbnail Image
DOI
10.1039/c7re00023e
Language
Englisch
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