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Substituent-Induced 1H Chemical Shifts of 3-Substituted Camphors

✍ Scribed by Carlos R. Kaiser; Roberto Rittner; Ernani A. Basso

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

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✦ Synopsis

The high-Ðeld 1H NMR analysis of 3-substituted camphors with OH, OMe, SMe, NHMe, and Me substit-NMe 2 uents at endo and exo positions, and also with an oxo substituent, is reported. The substituent-induced chemical shifts (SCS) obtained for these difunctional systems, including those from previous work on 3-halocamphors, were examined in view of multilinear correlations with steric and electronic parameters. The resultant data show a strong contribution from the electric Ðeld mechanism, principally for the protons closer to the substituent. Carbonyl group interference on the expected SCS for the a-proton is also observed, with less deshielding than those of substituted bornanes and norbornanes. 1997

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