High Resolution Magic Angle Spinning NMR Applied to the Analysis of Organic Compounds Bound to Solid Supports

Juan      F. Espinosa

doi:10.2174/156802611793611913

Abstract

In situ structural characterization of organic compounds attached to solid supports can be achieved by high-resolution magic angle spinning NMR (HRMAS NMR), a technique that provides solution-like spectra for resin-bound molecules. This review outlines the principles of the technique, the influence of the solid support on data quality, and NMR experiments that are useful for obtaining valuable information. The review describes, with multiple examples mainly from the last 7 years, how HRMAS NMR has been applied to monitor solid-phase reactions, elucidate reaction products and quantify compound loading on a solid support. Other applications, such as conformational analysis of immobilized compounds and investigation of molecular interactions with compounds in solution, are also discussed.

Keywords: HRMAS NMR, resin-bound compounds, solid-phase synthesis, loading quantitation, high-resolution magic angle, spinning (HRMAS), chemical shift anisotropy, CSA, divinylbenzene, poly(ethylene glycol), DEUSS, Synphase lanterns, anisaldehyde, 4-hydroxymethylbenzoic acid, AMEBA resin, C-tetrasubstituted Aib, aminoisobutyric acid