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Synthesis and NMR Studies of (E)-1-Aryl-3-(2-pyrrolyl)-2-propenones and (E)-3-Aryl-1-(2-pyrrolyl)-2-propenones

  • Han Lee, In-Sook (Department of Science Education, Kangwon National University) ;
  • Jeoung, Eun Ji (Department of Chemistry, Kangwon National University) ;
  • Lee, Chang Kiu (Department of Chemistry, Kangwon National University)
  • Received : 2012.12.13
  • Accepted : 2013.03.02
  • Published : 2013.03.20

Abstract

Series of (E)-1-aryl-3-(2-pyrrolyl)-2-propenones, that were aldol condensation products between pyrrole-2-carbaldehyde and m- and p-substituted acetophenones, were prepared and their $^1H$ and $^{13}C$ NMR spectra were examined to obtain the information on the conformation of the enone system. Similar studies were carried out with (E)-3-aryl-1-(2-pyrrolyl)-2-propenones that were prepared from 2-acetylpyrrole and m- and p-substituted benzaldehydes. The substituent chemical shifts were studied by applying the Hammett relationship.

Keywords

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