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13C NMR chemical shift substituent effects. 5—α-Monosubstituted N,N-diethylacetamides

✍ Scribed by Roberto Rittner; Marcos A. P. Martins; Günter Clar


Publisher
John Wiley and Sons
Year
1988
Tongue
English
Weight
455 KB
Volume
26
Category
Article
ISSN
0749-1581

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✦ Synopsis


Carbon

-13 NMR chemical shifts of a series of a-monosubstituted N,N-diethylacetamides [YCH,C(O)NEt, , Y = Me, C1, Br, I, OMe, SMe, and NMe,] are reported. The a-methylene and carbonyl carbon chemical shifts are correlated with the Pauling electronegativities (E,) and Charton's localized electrical parameters (ad, respectively. The non-equivalence of the chemical shifts for the syn and anti-N-alkyl carbon atoms are attributed to the electric field and steric compression effects and also to the YCH,cis and truns-peffects. KEY WORDS N,N-Diethylacetamides a-Heterosubstituted amides 13C NMR Substituent effects trans-y and -6 effects cis-y and -6 effects


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