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• W2313894293 abstract "The configurations of five cyclopentanetetrols and both 3,5-cyclopentenediols have been established by examination of their n.m.r. spectra. The configurational assignments are based to a large extent on the nature of the methylene signals (A2X2, ABX2 or ABXY), and in one case the magnitude of the vicinal coupling constant is used as the basis of assigning the 1,sol42,3 structure in preference to the all-cis configuration. The present conclusions confirm earlier assignments based on purely chemical grounds. Spectral data for the ring protons of the tetrol tetrabenzoates, diols, epoxydiols and corresponding dibenzoates, a dibromoglycol and several O-isopropylidene derivatives of cyclopentanepolyols are presented. The internal chemical shifts between the A, B and X protons of the ABX2 system observed in many of these compounds have been studied. The internal shifts δxδa and δxδb agree well with the internal shifts reported for the ABX system in two series of substituted bicyclo[2.2.1]heptenes. The linear variation of internal chemical shift with electronegativity of the substituent and the angular dependence of deshielding found in the bicycloheptenes is thus also found in the cyclopentanes. Unlike the case of the bicycloheptenes, which are rigid, the coupling constants Jax, Jbx and Jab do not vary linearly with the electronegativity of the substituents, presumably because of the additional factor of variability of the dihedral angles in the various cyclopentanes, due to the greater flexibility of these molecules." @default.
• W2313894293 created "2016-06-24" @default.
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• W2313894293 date "1965-07-01" @default.
• W2313894293 modified "2023-09-27" @default.
• W2313894293 title "Studies on cyclic polyols" @default.
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• W2313894293 doi "https://doi.org/10.1016/s0008-6215(00)80208-6" @default.
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