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http://dx.doi.org/10.5012/bkcs.2011.32.2.687

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)
Publication Information
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.
Keywords
$^1H$ and $^{13}C$ NMR; Thiophene; Furan; Enone; Conformation in solution;
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