Conformational analysis of furan and thiophen carbonyl derivatives |
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Authors: | S. Nagata T. Yamabe K. Yoshikawa H. Kato |
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Affiliation: | Department of Hydrocarbon Chemistry, Kyoto University, Kyoto, Japan |
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Abstract: | The 220 MHz NMR spectra of furan and thiophen carbonyl compounds were measured, and further investigated by benzene solvent shifts, induced chemical shifts by the lanthanide shift reagent Eu(FOD)3; and by the Nuclear Overhauser effect.Two planar isomers of the furan derivatives exist in the ratio of ca. 1:1·05 ~ 1:1·18 (cis/trans), while the cis form of thiophen derivatives is favoured. Semi-empirical calculations (CNDO/2) are reported and the influence of sulfur 3d-orbitals are discussed. |
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