Nuclear magnetic resonance study of carbethoxypyrroles

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Abstract
The chemical shifts and the ring proton coupling constants of various substituted carbethoxypyrroles are reported.The electron-withdrawing effect of the carbethoxy groups shifts the resonances of the ring substituents to low field while the inductive and mesomeric effects of the methyl groups shift the resonances to higher field. The deshielding effect is more pronounced with 2-carbethoxypyrroles than for 3-carbethoxypyrroles. The ring proton spin–spin coupling constants depend on the nature of substituents and increase with the electronegativity of the substituents. In some cases long-range coupling between the methyl side-chain protons and ring protons could be observed.

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