
%0 Journal Article
%A Warrener, RN 
%A Elix, JA 
%A Wilson, WS 
%T The preparation of adducts of 2,5-Diphenyl- and 2,5-Di(2'-pyridyl)-3,4-diazabicyclo[4,2,0]octa-2,4,7-triene
%J Australian Journal of Chemistry
%D 1973/02/01
%V 26
%N 2
%P 389-407
%K 
%R https://doi.org/10.1071/CH9730389
%U https://www.publish.csiro.au/paper/CH9730389 
%X The [&#960;4s+&#960;2s] cycloaddition between cyclobutene derivatives and s- tetrazines formed unstable adducts which readily lost nitrogen to yield the complex dihydro-pyridazines (17). The structure of these products was assigned on the basis of spectral data. In addition, the thermolysis of these compounds has been investigated as a potential route to 1,2-diazocines (or valence isomers thereof). These results have been discussed and compared with the related mass spectral fragmentations. While the free 1,2-diazocines could not be isolated by this scheme it did afford a versatile route to the [&#960;4s + &#960;2s] cycloadducts of the valence isomeric 3,4-diazabicyclo[4,2,0]octa-2,4,7- triene system. In particular 1,8-di(2?-pyridyl) and 1,8-diphenyl-13,14- diazapentacyclo-[6,4,2,13,6,02,7,09,12]pentadeca-4,10,13-triene (24a,b) were prepared, the exact stereochemistry being confirmed by studies of the lanthanide-induced chemical shift.     The reaction of cis-3,4-dichlorocyclobutene and 3,6-di(2?-pyridyl)- s-tetrazine formed an ionic compound, 8a-amnia-3,4-diazaphenanthrene chloride (13), which contains a new heterocyclic ring system. This structure has been confirmed by a single-crystal X-ray analysis. 
