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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