Anmelden

Open Access

  • Startseite
  • Suchen
  • Browsen
  • Veröffentlichen
  • Hilfe

Filtern

Autor

  • Kern, Simon (1)
  • King, R. (1)
  • Maiwald, Michael (1)
  • Michalik-Onichimowska, Aleksandra (1)
  • Panne, Ulrich (1)
  • Riedel, Jens (1)

Referierte Publikation

  • ja (1) (entfernen)

Schlagworte

  • Automated Data Evaluation (1)
  • Click Chemistry (1)
  • Online NMR Spectroscopy (1)
  • Process Analytical Technology (1)
  • Reaction Monitoring (1)
  • Thiol-ene click chemistry (1)

Organisationseinheit der BAM

  • P Präsidium (1) (entfernen)

1 Treffer

  • 1 bis 1
  • CSV
  • RIS
  • 10
  • 20
  • 50
  • 100
‘‘Click” analytics for ‘‘click” chemistry – A simple method for calibration–free evaluation of online NMR spectra (2017)
Michalik-Onichimowska, Aleksandra ; Kern, Simon ; Riedel, Jens ; Panne, Ulrich ; King, R. ; Maiwald, Michael
Driven mostly by the search for chemical syntheses under biocompatible conditions, so called "click" chemistry rapidly became a growing field of research. The resulting simple one-pot reactions are so far only scarcely accompanied by an adequate optimization via comparably straightforward and robust analysis techniques possessing short set-up times. Here, we report on a fast and reliable calibration-free online NMR monitoring approach for technical mixtures. It combines a versatile fluidic system, continuous-flow measurement of 1H spectra with a time interval of 20 s per spectrum, and a robust, fully automated algorithm to interpret the obtained data. As a proof-of-concept, the thiol-ene coupling between N-boc cysteine methyl ester and allyl alcohol was conducted in a variety of non-deuterated solvents while its time-resolved behaviour was characterized with step tracer experiments. Overlapping signals in online spectra during thiol-ene coupling could be deconvoluted with a spectral model using indirect hard modeling and were subsequently converted to either molar ratios (using a calibrationfree approach) or absolute concentrations (using 1-point calibration). For various solvents the kinetic constant k for pseudo-first order reaction was estimated to be 3.9 h-1 at 25 °C. The obtained results were compared with direct integration of non-overlapping signals and showed good agreement with the implemented mass balance.
  • 1 bis 1

OPUS4 Logo

  • Kontakt
  • Impressum
  • Sitelinks