Conclusions
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1.
CH3 group effects have been determined in the13C spectra of cis-1,4,5-trimethyl4-cyclohexene-, syn-cis-1-methyl-, and syn-cis-2-methyl-Δ4-octalin-1,2-dicarboxylic acids and their derivatives.
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2.
In the syn-cis-Δ4-octalin-1,2-dicarboxylic acids, and their esters, and in theγ-oxy acids of this same series, the cyclohexene ring is in predominantly in half-chair conformation with the substituent at the C1 atom in the axial position, and the substituent at the C2 atom in the equatorial position.
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3.
The cyclohexene ring is in the boat conformation in the anhydrides of the syn-cisΔ4-octalin-1,2-dicarboxylic acids and the corresponding lactones.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 777–783, April, 1979.
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Denisenko, V.A., Novikov, V.L. & Elyakov, G.B. Substituent effects in the cyclohexenes 1.13C AND1H NMR spectroscopy of cis-4,5-dimethyl-4-cyclohexene and syn-cis-Δ4-octalin-1,2-dicarboxylic acids and their derivatives. Russ Chem Bull 28, 721–726 (1979). https://doi.org/10.1007/BF00923568
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DOI: https://doi.org/10.1007/BF00923568