In examine the photocycloadditions of the title compounds the following questions are of interest: 1. Aside of [2+2]-cycloadditions to the C(2)=C(3) bonds, can any cycloaddition occur to the benzoid ring? 2. Which factors govern the regio- and stereoselectivity? Irradiation of either benzo[b]pyrrole-, -furane- or -thiophene-2-carboxylates in the presence of 2-morpholinopropennitril in cyclohexane leads, in a highly regioselective reaction, to [2+2] photoadducts. The regioselectivity seems to follow the formation of the most stable intermediate 1,4-biradicals. No photocycloadditions of the title alkene have been observed with 4-acceptor substituted benzo[b]pyrroles.
| Identifer | oai:union.ndltd.org:DUETT/oai:DUETT:duett-11122002-164929 |
| Date | 10 December 2002 |
| Creators | Bauschlicher, Tanja |
| Contributors | Prof. Dr. Wolfgang Gärtner, Prof. Dr. Dietrich 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-11122002-164929/ |
| 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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