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6934903 
Journal Article 
Studies of NMR Chemical Shifts of Chalcone Derivatives of Five-membered Monoheterocycles and Determination of Aromaticity Indices 
Jeong, E; Lee, I; , 
2019 
Yes 
Bulletin of the Korean Chemical Society
ISSN: 0253-2964
EISSN: 1229-5949 
WILEY-V C H VERLAG GMBH 
WEINHEIM 
40 
7 
668-673 
English 
WOS:000474094000001 
A series of the chalcone derivatives of the five-membered monoheterocyclic compounds, (E)-1-aryl-3-heteroarylpropen-1-ones, were prepared by aldol condensation of the corresponding aldehydes of thiophene, pyrrole, and furan with m- and p-substituted acetophenones. Similar condensation of the acetyl compounds of the heterocycles with m- and p-substituted benzaldehydes gave another series of the chalcone derivatives, (E)-1-heteroaryl-3-arylpropen-1-ones. The C-13 chemical shift values (delta(C)) of the chalcone derivatives were determined in order to find if they correlated with the Hammett sigma values. A good correlation, especially for the beta-C for both series, was found for the C-13 chemical shift values (delta(C)) of the chalcone derivatives with the Hammett sigma values. The chemical shift values of the beta-C of the heterocyclic compounds were plotted against those of the benzene derivatives. The resulting slopes were found to be close to the values of the aromaticity indices.