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Synthesis and nuclear magnetic resonance spectroscopic studies of 1‐arylpyrroles
Authors:Chang Kiu Lee  Jung Ho Jun  Ji Sook Yu
Abstract:A series of m‐ and p‐substituted 1‐phenyl, 1‐benzyl, 1‐benzoyl, and 1‐(2‐phenylethyl)pyrroles was prepared and their 1H and 13C nmr spectroscopic characteristics were examined. In general, good correlations were observed between the chemical shift values of the β? H and the β? C of pyrroles except 1‐(2‐phenylethyl)pyrroles] and the Hammettt σ. The observation may be explained in terms of the electronic effects of the substituents which are transmitted through bonds and through space by interaction of the p orbitals between β? Cs of the pyrrole ring and m‐ and p? Cs of the phenyl ring. Substituent constants of 1‐pyrrolyl, 1‐pyrrolylmethyl, and 1‐pyrroloyl groups for the 1H and 13C chemical shifts of phenyl ring are also presented.
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