TY - JOUR
T1 - Pentazadiene
T2 - a high-nitrogen linkage in energetic materials
AU - Wang, Qi
AU - Pang, Fuqing
AU - Wang, Guilong
AU - Huang, Jinglun
AU - Nie, Fude
AU - Chen, Fu Xue
N1 - Publisher Copyright:
© The Royal Society of Chemistry.
PY - 2017
Y1 - 2017
N2 - A novel N5-linear energetic moiety of pentazadiene has been constructed for the first time from a triazene precursor. Thus, a series of 1,3,5-tri(tetrazol-5-yl)pentaza-1,4-dienes have been synthesized in moderate to high yields by treatment of 1,3-bis(tetr-azol-5-yl)triazenes with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) under mild conditions. All compounds were fully characterized using IR spectroscopy, 1H and 13C NMR spectroscopy, HRMS, and differential scanning calorimetry (DSC), and, in the case of 1,3,5-tri(2-methyltetrazol-5-yl)pentaza-1,4-diene (2a) together with single crystal X-ray structuring and 15N NMR spectroscopy. Calculations predict that 2a has a heat of formation of 1699.2 kJ mol−1.
AB - A novel N5-linear energetic moiety of pentazadiene has been constructed for the first time from a triazene precursor. Thus, a series of 1,3,5-tri(tetrazol-5-yl)pentaza-1,4-dienes have been synthesized in moderate to high yields by treatment of 1,3-bis(tetr-azol-5-yl)triazenes with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) under mild conditions. All compounds were fully characterized using IR spectroscopy, 1H and 13C NMR spectroscopy, HRMS, and differential scanning calorimetry (DSC), and, in the case of 1,3,5-tri(2-methyltetrazol-5-yl)pentaza-1,4-diene (2a) together with single crystal X-ray structuring and 15N NMR spectroscopy. Calculations predict that 2a has a heat of formation of 1699.2 kJ mol−1.
UR - http://www.scopus.com/inward/record.url?scp=85013106441&partnerID=8YFLogxK
U2 - 10.1039/c6cc08179g
DO - 10.1039/c6cc08179g
M3 - Article
C2 - 28144657
AN - SCOPUS:85013106441
SN - 1359-7345
VL - 53
SP - 2327
EP - 2330
JO - Chemical Communications
JF - Chemical Communications
IS - 15
ER -