✦ LIBER ✦
Reversible, thermische Isomerisierung zwischen α, β-γ, δ-ungesättigten Aldehyden und Alkenylketenen durch [1,5]-H-Verschiebung. Valenzisomerisierung von cis-Dienonen, V [1]
✍ Scribed by Peter Schiess; Paul Radimerski
- Publisher
- John Wiley and Sons
- Year
- 1974
- Tongue
- German
- Weight
- 897 KB
- Volume
- 57
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Vapor phase pyrolysis of 2,4‐pentadienaldehyde, of 6‐oxabicyclo[3.1.0]hex‐2‐ene or of 3‐pentenoic acid chloride at 600° (0.1 s/1 Torr) leads to similar mixtures containing the stereoisomers of 2, 4‐pentadienaldehyde and 1‐propenylketene. These compounds, and methyl substituted derivatives thereof, equilibrate at 600° (0.1 s) through intramolecular processes involving cis/trans‐isomerisations and [1,5]‐H‐shifts. It is shown that α, β‐γ, δ‐unsaturated aldehydes can be prepared in high yield through gas phase thermolysis of appropriately substituted acid chlorides.