Substituent effects on carbon-13 chemical shifts in 2,6-disubstituted adamantanes
摘要:
AbstractCarbon‐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.
Chemoselectivity of Nitroxylation of Cage Hydrocarbons
作者:Yu. N. Klimochkin、M. V. Leonova、E. A. Ivleva
DOI:10.1134/s107042802010005x
日期:2020.10
mixtures with acetic acid, aceticanhydride, and methylene chloride has been studied. More reactive substrates react with lowest selectivity regardless of the reaction medium. The primary nitroxylation products of cage hydrocarbons are nitrooxy derivatives. The compositions of reaction mixtures obtained in the reactions of some cage hydrocarbons with nitric anhydride in carbon tetrachloride have been determined
Substituent effects on carbon-13 chemical shifts in 2,6-disubstituted adamantanes
作者:Zdenko Majerski、Vladimir Vinković、Zlatko Meić
DOI:10.1002/mrc.1270170305
日期:1981.11
AbstractCarbon‐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.