Diazido-1,2,4,5-tetrazines

The azide-tetrazole isomerism in several polyazido 1,3,5-triazines and diazido-1,2,4,5-tetrazines has been investigated by ab initio quantum chemical methods <06EJI2210>. 

Diazido-1,2,4,5-tetrazine, 1013b Diazido(trifluoromethyl)arsine, 0306 Diazirine, 0404... 

This procedure is also efficient for the synthesis of other fused tetrazoles, such as ethyl l,5-dihydro-5-oxo-7-phcnyl-8-(phenylsulfonyl)tetrazolo[ 1,5- pyridine-6-carboxy late <2000J(P1)3686>. At the same time, the unexpected azido-tetrazolo tautomerization and reversible tetrazolo transformation of 3,6-diazido-l,2,4,5-tetrazine are remarkable compared to all other polyazido heteroaromatic high-nitrogen C-N compounds <2005JA12537>. 

Unexpected azido-tetrazolo tautomerizations and irreversible tetrazolo transformation have been studied in a report dealing with 3,6-diazido-l,2,4,5-tetrazine (DiAT) for which an improved synthesis pathway is also provided. DiAT undergoes azido-tetrazolo equilibria in CD3OD, (CD3)2C0 and CD3CN and transforms to tetrazolo isomer 53 in DMSO. The... 

Other organic molecules with a very high nitrogen content have been synthesized, e.g. 3,6-diazido-l,2,4,5-tetrazine, 22 ... 

An interesting and unusual class of hydrogen free CNO-materials are the benzo-1,2,3,4-tetrazine 1,3-dioxides, such as the 6,8-diazido-5,7-dinitro derivative have been synthesized (Scheme 13.15). This compound is very sensitive towards heating and should be handled very carefully. 

Scheme 13.15 Synthesis of a diazido substituted benzo-1,2,3,4-tetrazine 1,3-dioxide...

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