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Interactions intramoléculaires. XXVII—Etudes structurales en série bicyclo[4.1.0]heptanique (effets d'anisotropie sur les déplacements chimiques du proton; constantes de couplage et équilibres conformationnels)
Authors:Louis Pizzala  Hubert Bodot  Alain Fruchier
Abstract:All the 1H n.m.r. parameters of the following derivatives of 1,6-dimethylbicyclo4.1.0]heptane are determined: 3,4-dimethoxycarbonyl (3 diastereoisomers), cis- and trans-3-methoxycarbonyl-2,2,5,5-d4, cis- and trans-3-methyl-3-methoxycarbonyl; the cis- and trans-1,5,5-trimethylbicyclo4.1.0]-3-heptanols are studied in the same way. The different chemical shifts are correlated with the aid of a collection of empiral increments. The conformational equilibria are determined from the vicinal coupling constants; the conformational free energies of the COOCH3 group are evaluated; the part played by gauche interactions is considered.
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