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Substituent effects on carbon-13 chemical shifts in 2,6-disubstituted adamantanes (1981)

Majerski, Zdenko ; Vinković, Vladimir ; Meić, Zlatko

Chichester : Wiley-Blackwell

Organic Magnetic Resonance 17 (1981), S. 169-171

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ISSN: 0030-4921

Keywords: Chemistry ; Analytical Chemistry and Spectroscopy

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Carbon-13 NMR spectral data for a series of symmetrical 2,6-disubstituted adamantanes (O=, CH2=, CH3, OH, OCOCH3) are presented. The substituent effects on 13C 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.

Additional Material: 3 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/mrc.1270170305

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