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Substituent effects on carbon-13 chemical shifts in 2,6-disubstituted adamantanes

✍ Scribed by Zdenko Majerski; Vladimir Vinković; Zlatko Meić

Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
314 KB
Volume
17
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Carbon‐13 NMR spectral data for a series of symmetrical 2,6‐disubstituted adamantanes (O, CH~2~, CH~3~, OH, OCOCH~3~) are presented. The substituent effects on ^13^C chemical shifts are additive, except for carbons 2 and 6 in 2,6‐adamantanedione. The non‐additivity of the substituent effect in the diketone can be interpreted in terms of a through‐space interaction of the carbonyl π‐electrons; the additivity in the other derivatives indicates that there is no appreciable interaction between the substituents.

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