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Deuterium Isotope Effects on13C NMR Chemical Shifts of Amides

✍ Scribed by Ronald M. Jarret; Ny Sin; Matthew Dintzner

Publisher: Elsevier Science
Year: 1997
Tongue: English
Weight: 46 KB
Volume: 56
Category: Article
ISSN: 0026-265X
DOI: 10.1006/mchj.1996.1423

No coin nor oath required. For personal study only.

✦ Synopsis

Exchange of amide protons with deuterium results in changes of 13 C chemical shifts for carbon atoms near the site of substitution (CH{N and N{C|O). There is a measurable decrease in the isotopic shifts of CH{N for cycloalkylacetamides as ring size increases from 3 to 8 and for lactams as ring size increases from 5 to 9. The isotopic shifts of N{C|O for lactams also decrease as ring size increases from 5 to 9 but remains fairly constant for cycloalkylacetamides (three-to eight-membered rings).

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