The photo-dehydro-Diels-Alder (PDDA) reaction
- The photo-dehydro-Diels-Alder (PDDA) reaction is a valuable extension of the classical Diels-Alder (DA) reaction. The PDDA reaction differs from the DA reaction by the replacement of one of the C-C-double bonds of the diene moiety by a C-C triple bond and by the photochemical triggering of the reaction. This entails that, in contrast to the DA reaction, the PDDA reaction proceeds according to a multistage mechanism with biradicals and cycloallenes as intermediates. The PDDA reaction provides access to a considerable variety of compound classes. For example, 1-phenylnaphthlenes, 1,1'-binaphthyls, N-heterocyclic biaryls, and naphthalenophanes could be obtained by this reaction.
Author details: | Pablo WessigORCiDGND, Annika Matthes, Charlotte Pick |
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DOI: | https://doi.org/10.1039/c1ob06066j |
ISSN: | 1477-0520 |
Title of parent work (English): | Organic & biomolecular chemistry : an international journal of synthetic, physical and biomolecular organic chemistry |
Publisher: | Royal Society of Chemistry |
Place of publishing: | Cambridge |
Publication type: | Article |
Language: | English |
Year of first publication: | 2011 |
Publication year: | 2011 |
Release date: | 2017/03/26 |
Volume: | 9 |
Issue: | 22 |
Number of pages: | 7 |
First page: | 7599 |
Last Page: | 7605 |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
Peer review: | Referiert |