Attached Nitrogen Test by 13C–14N Solid-State NMR Spectroscopy for the Structure Determination of Heterocyclic Isomers

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 a...

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Veröffentlicht in:Organic letters 2022-08, Vol.24 (31), p.5635-5640
Hauptverfasser: Dorn, Rick W., Wall, Brendan J., Ference, Sarah B., Norris, Sean R., Lubach, Joseph W., Rossini, Aaron J., VanVeller, Brett
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c01576