Stereochemical dependence and dependence on structural factors of the spin-spin coupling constants3JCOHβ in conjugated ω-amino-, alkoxy-, alkyl-, dialkyl-, phenyl-α-carbonyl-, and α,α′-dicarbonyl-containing compounds
Organic Chemistry
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Abstract
We measure the cis and trans constants3JCO, Hβ and we discuss the effect on them from the structural factors in the13C spectra of 76 conjugated ω-amino, alkoxy-, alkyl-, dialkyl-, phenyl-α-carbonyl-, and α,α-dicarbonyl-containing compounds. We show that the3JCO, Hβ are stereospecific [3JCO, Hβ (cis) <Hβ (trans)] in all the studied compounds. On the basis of the stereo-specificity of the constants, we determine the configuration of the trisubstituted α,β double bond in ketones, ketoesters, and imides of different structures.
Keywords
Ketone Double Bond Structural Factor Imide Stereochemical Dependence
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