Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Studies on the Nuclear Magnetic Resonance Spectra of (E)-1-Aryl-3-(2- and 3-thienyl)-2-propenones and Unique Observation of 4J and 5J Coupling in Their 1H-1H COSY

  • HanLee, In-Sook (Department of Science Education, Kangwon National University) ;
  • Jeon, Hyun-Ju (Department of Chemistry, Kangwon National University) ;
  • Lee, Chang-Kiu (Department of Chemistry, Kangwon National University)
  • Received : 2010.11.30
  • Accepted : 2011.01.24
  • Published : 2011.02.20
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Abstract

$^1H$ and $^{13}C$ NMR spectra of series of (E)-1-aryl-(2- and 3-thienyl)-2-propenones, that are aldol condensation products between 2- and 3-thiophenecarbaldehydes and m- and p-substituted acetophenones, were examined to make complete assignments of the chemical shifts. Long range couplings, $^4J$ and $^5J$, are observed in the $^1H-^1H$ COSY of both 2- and 3-thienyl compounds, which makes the elucidation of the conformation in solution possible. In contrast, the 2-furyl analogue shows the long range coupling phenomena, but the 3-furyl and phenyl analogues do not show similar phenomena.

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References

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