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15N1H and 15N–13C couplings in 15N-enriched dihydroxamic acids

✍ Scribed by Jan Schraml; Petr Cigler

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
202 KB
Volume
46
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

^15^N‐enriched dihydroxamic acids (HONHCO(CH~2~)~n~CONHOH, n = 0, 1, and 2) were prepared and their spectra NMR (^1^H, ^13^C, ^15^N) recorded in dimethyl sulfoxide (DMSO) solutions with the aim of determining ^15^N coupling constants (^15^N^1^H and ^15^N^13^C). The results supplement chemical shifts published earlier and yield additional support to the structural conclusions derived from other NMR parameters. Notably, no trace of hydroximic structures could be found in the ^15^N NMR spectra of these acids. The values of ^15^N^13^C coupling constants backed by theoretical calculations support the assignments made earlier for all of the major conformers and for the minor conformer of succinohydroxamic acid. The enrichment revealed that the minor component of malonodihydroxamic acid solution previously considered to be the ZE conformer is in fact the monohydroxamic acid (HOOCCH~2~CONHOH). Copyright © 2008 John Wiley & Sons, Ltd.

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