
TY  - JOUR
A1  - Warrener, RN 
A1  - Elix, JA 
A1  - Wilson, WS 
T1  - 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
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1973
VL  - 26
IS  - 2
SP  - 389
EP  - 407
KW  - 
UR  - https://doi.org/10.1071/CH9730389 
N2  - 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. 
ER  -

