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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.

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Metadaten
Author:Pablo WessigORCiDGND, Annika Matthes, Charlotte Pick
DOI:https://doi.org/10.1039/c1ob06066j
ISSN:1477-0520 (print)
Parent Title (English):Organic & biomolecular chemistry : an international journal of synthetic, physical and biomolecular organic chemistry
Publisher:Royal Society of Chemistry
Place of publication:Cambridge
Document Type:Article
Language:English
Year of first Publication:2011
Year of Completion:2011
Release Date:2017/03/26
Volume:9
Issue:22
Pagenumber:7
First Page:7599
Last Page:7605
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer Review:Referiert