Synthesis and nuclear magnetic resonance spectroscopic studies of 1-arylpyrroles

✍ Scribed by Chang Kiu Lee; Jung Ho Jun; Ji Sook Yu

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2000
• Tongue: English
• Weight: 639 KB
• Volume: 37
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570370104

✦ Synopsis

Abstract

A series of m‐ and p‐substituted 1‐phenyl, 1‐benzyl, 1‐benzoyl, and 1‐(2‐phenylethyl)pyrroles was prepared and their ^1^H and ^13^C 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 ^1^H and ^13^C chemical shifts of phenyl ring are also presented.