Publication: Thermisches Verhalten von 1,2-Dipropenylbenzolen
Thermisches Verhalten von 1,2-Dipropenylbenzolen
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Heimgartner, H., Hansen, H.-J., & Schmid, H. (1972). Thermisches Verhalten von 1,2-Dipropenylbenzolen. Helvetica Chimica Acta, 55, 1385–1403. https://doi.org/10.1002/hlca.19720550505
Abstract
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Abstract
1-cis,2-cis-Dipropenylbenzene (cis,cis-1) isomerises thermally at 215-235° with 1st order kinetics to give trans,cis-1, and vice versa. At equilibrium 89% trans,cis- and 11% cis,cis-1 are present. It is shown by thermal rearrangement of cis,cis-2', 2"-d2-1 that the isomerisation is attributable to aromatic [1,7a]-sigmatropic H-shifts. trans,trans-1 rearranges thermally at 225-245° to yield 2,3-dimethyl-1,2-dihydronaphthalene (2). The formation of 2 can be visualized by disrotatory ring closure followed by an aromatic [1, 5s]-sigmatrop
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- Heimgartner, Heinz
- Hansen, Hans-Jürgen
- Schmid, Hans
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Heimgartner, H., Hansen, H.-J., & Schmid, H. (1972). Thermisches Verhalten von 1,2-Dipropenylbenzolen. Helvetica Chimica Acta, 55, 1385–1403. https://doi.org/10.1002/hlca.19720550505
