The 18-electron electrocyclisation of vinylogous fidecene. an unusual sequence of pericyclic processes |
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Authors: | Andreas Beck Lothar Knothe Dieter Hunkler Horst Prinzbach |
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Affiliation: | Chemisches Laboratorium der Universität, 7800 Freiburg i. Br., BRD |
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Abstract: | Upon thermal activation the vinylogous fidecene is isomerised into the pentacyclic indenoid hydrocarbon (benzene, t (150°C) ca. 5 min), the formation of which is explained by an initial conrotatory (“symmetry-forbidden”) 18-electron electrocyclisation followed by two fast hydrogen migrations ([1.9], [1.5]) and 14π-electrocyclisation. |
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