Benefits of time-resolved nonuniform sampling in reaction monitoring: The case of aza-Michael addition of benzylamine and acrylamide

Magn Reson Chem. 2021 Mar;59(3):213-220. doi: 10.1002/mrc.5105. Epub 2020 Oct 15.

Abstract

Monitoring of chemical reactions is best carried out using methods that sample the test object at a rate greater than the time scale of the processes taking place. The recently proposed time-resolved nonuniform sampling (TR-NUS) method allows the use of two-dimensional (2D) nuclear magnetic resonance (NMR) spectra for this purpose and provides a time resolution equivalent to that achievable using one-dimensional spectra. Herein, we show that TR-NUS acquired data eliminates 2D spectral line disturbances and enables more accurate signal integration and kinetics conclusions. The considerations are exemplified with a seemingly simple aza-Michael reaction of benzylamine and acrylamide. Surprisingly, the product identification is possible only using 2D spectra, although credible monitoring requires TR-NUS.

Keywords: acrylamide; aza-Michael addition; benzylamine; compressed sensing; nonuniform sampling; reaction monitoring; time-resolved NMR.

Publication types

  • Research Support, Non-U.S. Gov't