Diels-Alder Reactions of [2.2]Paracyclophane-1-ene and [2.2]Paracyclophane-1,9-diene with 3,6-Disubstituted 1,2,4,5-Tetrazines

URN to cite this document:: urn:nbn:de:bvb:355-epub-61508
DOI to cite this document:: 10.5283/epub.6150

Meijere, Armin de ; König, Burkhard

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Date of publication of this fulltext: 05 Aug 2009 13:51

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Abstract

[2.2] Paracyclophan-1-ene (1) and [2.2] paracyclophane-1,9-diene (6) apparently act as dienophiles with inverse electron demand and smoothly react with dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate (2a) at room temperature forming dihydropyridazine adducts, which are dehydrogenated to the pyridazino-anellated [2.2] paracyclophanes 5a and 8a, respectively. The molecular structure of 5a is ...