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NMR Part 4 — 17O NMR study of 2,2-diacylenamines of Enaminones

✍ Scribed by Jin-Cong Zhuo

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
342 KB
Volume
35
Category
Article
ISSN
0749-1581

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✦ Synopsis

Natural abundance 17O NMR spectra of 41 2,2-diacylenamines (enamino diketones and enamino diesters), recorded in acetonitrile solution, are reported. Tertiary enamino diketones show only one 17O signal ; primary and secondary derivatives show two 17O signals. The shift di †erence between the two carbonyl groups is mainly (Dd HB ) attributed to intramolecular hydrogen bonding and depends on the donor property of the amino group and the structure of the enamino diketone. The d(17O) values correlate well with the values of amines. Correlations of pK a d(17O-1) values for the chelated carbonyl group with their d(13C-1) and d(13C-2) values are observed. 1997 by ( John Wiley & Sons, Ltd.

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