During the irradiation of 1-acetylnaphthaline in the presence of c,d-substituted olefines with a cyclic amine as a donor different products were generated. The reaction pathways were monitored by NMR-spectroscopy and it was proved that the main products were generated by a Photo-Diels-Alder-reaction. The c,d-olefines are added head-to-tail with the donor substituent in endo-position to the remaining aromatic system. Their structures could unambiguously be proven by single crystal x-ray structure analysis. Furthermore their thermal and photochemical properties were investigated: the activation enthalpies and activation entropies for their thermal decompositions were investigated and during their irradiation in solution with light of 254 nm a Di-<font face="Symbol">p</font>-methane-rearrangement could be observed.
| Identifer | oai:union.ndltd.org:DUETT/oai:DUETT:duett-04222002-142135 |
| Date | 25 April 2002 |
| Creators | Kruse, Claudia |
| Contributors | Prof. Dr. G. Henkel, Prof. Dr. D. Döpp |
| Publisher | Gerhard-Mercator-Universitaet Duisburg |
| Source Sets | Dissertations and other Documents of the Gerhard-Mercator-University Duisburg |
| Language | German |
| Detected Language | English |
| Type | text |
| Format | text/html, application/pdf |
| Source | http://www.ub.uni-duisburg.de/ETD-db/theses/available/duett-04222002-142135/ |
| Rights | unrestricted, I hereby certify that, if appropriate, I have obtained and attached hereto a written permission statement from the owner(s) of each third party copyrighted matter to be included in my thesis, dissertation, or project report, allowing distribution as specified below. I certify that the version I submitted is the same as that approved by my advisory committee. Hiermit erteile ich der Universitaet Duisburg das nicht-ausschliessliche Recht unter den unten angegebenen Bedingungen, meine Dissertation, Staatsexamens- oder Diplomarbeit, meinen Forschungs- oder Projektbericht zu veroeffentlichen und zu archivieren. Ich behalte das Urheberrecht und das Recht das Dokument zu veroeffentlichen und in anderen Arbeiten weiterzuverwenden. |
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