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17O NMR Spectroscopic Study of Tertiary Enaminones

✍ Scribed by Jin-Cong Zhuo

Publisher: John Wiley and Sons
Year: 1996
Tongue: English
Weight: 789 KB
Volume: 34
Category: Article
ISSN: 0749-1581
DOI: 10.1002/(sici)1097-458x(199608)34:8<595::aid-omr941>3.0.co;2-o

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✦ Synopsis

Natural abundance "0 NMR spectra for 42 aliphatic and 13 cyclic enaminones with tertiary amino groups are reported. The "0 NMR chemical shifts of enaminones depend upon the type, number and position of the substituents. Substituents at C-1 cause shielding, and those at C-2 or C-3 cause deshielding. The " 0 NMR data of 4-(N,N-dialkylamino)but-3-en-2-ones correlate well with the 'H-C-2 and the 13C-2 chemical shifts and with the pK, values of the corresponding dialkylamines. The "0 NMR chemical shifts of enaminones are shifted to lower field in non-polar solvents.

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