Attached Nitrogen Test by ¹³C–¹⁴N Solid-State NMR Spectroscopy for the Structure Determination of Heterocyclic Isomers
2022
Dorn, Rick W. | Wall, Brendan J. | Ference, Sarah B. | Norris, Sean R. | Lubach, Joseph W. | Rossini, Aaron J. | VanVeller, Brett
Differentiation of heterocyclic isomers by solution ¹H, ¹³C, and ¹⁵N NMR spectroscopy is often challenging due to similarities in their spectroscopic signatures. Here, ¹³C{¹⁴N} solid-state NMR spectroscopy experiments are shown to operate as an “attached nitrogen test”, where heterocyclic isomers are easy to distinguish based on one-dimensional nitrogen-filtered ¹³C solid-state NMR. We anticipate that these NMR experiments will facilitate the assignment of heterocyclic isomers during synthesis and natural product discovery.
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