Synthesis and structures of pyridoannelated 1,2,3,4-tetrazine 1,3-dioxides

Highly energetic nitrogen species: Reliable energetics via the correlation consistent Composite Approach (ccCA)

“…The optimal synthetic methods for these compounds are currently under studies [4,38,39,[43][44][45][46][47]. The results for the five potential insensitive heterocyclic explosives are shown in Table 5.…”

Spectral assignments for 1H,13C and 15N solution and solid‐state NMR spectra of s‐tetrazine and dihydro‐s‐tetrazine derivatives

“…Therefore, other smaller couplings between the amine protons and remote nitrogen atoms could not be observed. The well-resolved quadruplet for C-2 was rather assigned to 3 J coupling with methyl protons through the S atom. As for compound 1, two signals were observed in the 13 C and 15 N CP/MAS spectra of compound 2b 23 resulting from solid effects.…”

“…20,21 For the chemist, substituted 1,2,4,5-tetrazines are interesting intermediates for Diels-Alder reactions. 10,17 While some derivatives have been shown to bear biological activity, 3,19 such nitrogen-rich assemblies also represent a basis for the development of a new class of energetic materials. 5,22 Tetrazine compounds are also promising candidates for the synthesis of new optically and electro-active polymers devoted, for example, to sensor applications.…”

“…4 14 N measurements were also performed on oxidized 1,2,3,4-tetrazine systems but except in one case 13 the assignments were restricted to N-oxide and nitro groups. 2,3,8,9 In this paper, we present the 1 H, 13 C and 15 N NMR spectral assignment of a series of 3,6-disubstituted 1,2,4,5-tetrazine/dihydrotetrazine derivatives recently synthesized in our laboratory. Several new organic molecules and two polymers bearing the tetrazine moiety in the main chain were investigated using both solution and solid-state NMR methods.…”

Synthesis of first nonannulated 1,2,3,4-tetrazine 1,3-dioxides

“…Two N oxide O atoms in positions 1 and 3 of the tetrazine ring substantially stabilize the system. 1,2,3,4 Tetrazine 1,3 di oxides annulated with the benzene, 2 pyridine, 3 and furazan rings 2 are known to be comparatively stable. Fused 1,2,3,4 tetrazines that contain no N oxide O atoms (e.g., 2 phenyl 2H [1,2,3]triazolo [4,5 e] [1,2,3,4]tetrazine 4 ) or only one O atom of this kind (e.g., benzotetrazine 1 oxides 2 ), are much less stable.…”