2,2-Dimethylpenta-3,4-dienal derivatives: Preparation,NMR spectra,and crystal structure |
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| Authors: | R. Marek M. Potáček J. Marek A. De Groot R. Dommisse |
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| Affiliation: | (1) Department of Organic Chemistry, Masaryk University, CZ-61137 Brno, Czech Republic;(2) Department of Inorganic Chemistry, Masaryk University, CZ-61137 Brno, Czech Republic;(3) Department of Organic Chemistry, University of Antwerp (RUCA), B-2020, Antwerpen, Belgium |
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| Abstract: | Summary The preparation of some new 2,2-dimethylpenta-3,4-dienal derivatives starting byClaisen-Cope rearrangement of the pyrolytic product of the corresponding acetales and followed by condensation reactions is described. The synthesis of homoallenylketone5 from homoallenylaldehyde3 byGrignard reaction and followed by the oxidation of the formed alcohol using potassium chlorochromate (KCC) is reported. All new compounds are characterized by IR, MS,1H, and13C NMR spectroscopy. The full assignment of the NMR signals is based on HETCOR and FLOCK pulse sequences. The molecular and crystal structure of 2,2-dimethylhexa-3,4-dienal 2,4-dinitrophenylhydrazone is presented.Dedicated to ProfessorFritz Sauter on the occasion of his 65th birthday |
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| Keywords: | Allene 2,2-Dimethylpenta-3,4-dienal Hydrazones Spectroscopy X-ray structure |
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