Helvetica Chimica Acta · 1986 · 14 citations · 23 references
Natural SciencesChemistryOrganic ChemistrySolid-state ChemistrySpectroscopyHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsMolecular Orbital TheoryMolecular SymmetryAbsorption SpectraBonding OrbitalsConjugated DienesDouble BondsElectronic Absorption SpectraFive-membered HeterocyclesHeterocyclic AromaticitySymmetry In Molecular Orbitals
Abstract The synthesis of 1,5‐dimethyltricyclo[3.3.0.0 2,8 ]octane‐3,7‐dione ( 2 ), 1,5‐dimethyltetracyclo[3.3.0.0 2,8 0 4,6 ]‐octane‐3,7‐dione ( 3 ), the corresponding dienes 5 and 6 as well as the mixed enones 13 – 15 is reported. Using He( I ) photoelectron spectroscopy (PE) as a tool, a considerable interaction between the n orbitals on the O‐atoms and the σ frame in 2 and 3 as well as of the double bonds in 5 and 6 and the σ frame is found. These interactions are also traced back by the electronic absorption spectra of these compounds. The molecular structures of 2 and 3 have been investigated by X‐ray analysis.
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