Construction of Bicyclic 1,2,3-Triazine <i>N</i>-Oxides from Aminocyanides

Liu, Yuji; Qi, Xiujuan; Zhang, Wenquan; Yin, Ping; Cai, Ziwu; Zhang, Qinghua

doi:10.1021/acs.orglett.0c03952

Cited by 33 publications

(12 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Indeed, in both C 6 H 5 N 7 ·H 2 O polymorphs α and β and in 2C 7 H 7 N 7 ·3H 2 O, the tandem-bonded azide groups are located on the inversion center. Such tandem-type azide···azide contacts were also observed in other organic compounds with the azide group. ,− Therefore, this type of tandem interactions can be added to the π(N 3 )···(N) and π(N)···(N) pnictogen interactions described by Varadwaj et al …”

Section: Resultsmentioning

confidence: 64%

Preference of High-Nitrogen-Content Compounds to Form Hydrates and the Tandem Contacts of Azide Groups

Olejniczak

Katrusiak

Podsiadło

et al. 2022

Crystal Growth & Design

View full text Add to dashboard Cite

High-pressure isochoric recrystallizations lead to new forms of these compounds. The α-hydrate can be reversibly isothermally compressed to 0.6 GPa at the least and the β-hydrate can be compressed to and from 1 GPa. However, the isochoric recrystallizations above 0.3 GPa favor the α-hydrate. This hydrate occurs as metastable phase, in accordance with the Ostwald rule of stages. Compound C 7 H 7 N 7 could be recrystallized only from aqueous solution in the form of sesquihydrate C 7 H 7 N 7 •1.5H 2 O. The molecular packing in all hydrates is governed by hydrogen bonds OH•••N and tandem contacts between azide groups.

show abstract

Section: Resultsmentioning

confidence: 64%

Preference of High-Nitrogen-Content Compounds to Form Hydrates and the Tandem Contacts of Azide Groups

Olejniczak

Katrusiak

Podsiadło

et al. 2022

Crystal Growth & Design

View full text Add to dashboard Cite

show abstract

“…So, the objects, including 5,6-dihydrotetrazolo [1,5- c ]-quinazoline [Molecule a , CCDC 2035798, Cambridge Structural Database (CSD) refcode EHAYUK], 4-azidopyrido [2,3- d ] [1,2,3]triazine 2-oxide (Molecule b , CCDC 2035802, CSD refcode EHAZIZ) and 3-tetrazolylpyrazin-2-nitramide hydrate (Molecule c , CCDC 2035804, CSD refcode EHAZUL), were searched in the CCDC and saved as CIF files. The crystallographic parameters of three energetic crystals are shown in Supplementary Materials, Table S1 [ 13 ].…”

Section: Methodsmentioning

confidence: 99%

“…Heterocyclic energetic compounds have been identified as promising contenders to traditional EMs. They possess outstanding density, higher formation enthalpy, excellent stability and attractive performance and have extensive future applications in the field of energetic materials [ 9 , 10 , 11 , 12 , 13 ]. Nevertheless, the weak intermolecular interactions of heterocyclic energetic materials remain unclear, which limits their preparation and hinders their expansion in the field of energetic materials [ 14 ].…”

Section: Introductionmentioning

confidence: 99%

Crystal Structure and Noncovalent Interactions of Heterocyclic Energetic Molecules

et al. 2022

View full text Add to dashboard Cite

Nitrogen-rich heterocyclic compounds are important heterocyclic substances with extensive future applications for energetic materials due to their outstanding density and excellent physicochemical properties. However, the weak intermolecular interactions of these compounds are not clear, which severely limits their widespread application. Three nitrogen-rich heterocyclic compounds were chosen to detect their molecular geometry, stacking mode and intermolecular interactions by crystal structure, Hirshfeld surface, RDG and ESP. The results show that all atoms in each molecule are coplanar and that the stacking mode of the three crystals is a planar layer style. A large amount of inter- and intramolecular interaction exists in the three crystals. All principal types of intermolecular contacts in the three crystals are N···H interactions and they account for 40.9%, 38.9% and 32.9%, respectively. Hydrogen bonding, vdW interactions and steric effects in Crystal c are stronger than in Crystals a and b. The negative ESPs all concentrate on the nitrogen atoms in the three molecules. This work is expected to benefit the crystal engineering of heterocyclic energetic materials.

show abstract

“…Unfortunately, the reaction activity of amino on the triazine ring is too poor, which causes the failed production of compound 5. 24,25 Single crystal X-ray structure analysis Neutral compound 2•4CH 3 OH crystallizes in the monoclinic space group P2 1 /c, with two molecules in each lattice cell (Z = 2) (Fig. 2a).…”

Section: Synthesismentioning

confidence: 99%

C–C bonded bis-5,6 fused triazole–triazine compound: an advanced heat-resistant explosive with high energy and low sensitivity

Lei

Tang

et al. 2022

Dalton Trans.

View full text Add to dashboard Cite

show abstract

Construction of Bicyclic 1,2,3-Triazine N-Oxides from Aminocyanides

Cited by 33 publications

References 40 publications

Preference of High-Nitrogen-Content Compounds to Form Hydrates and the Tandem Contacts of Azide Groups

Preference of High-Nitrogen-Content Compounds to Form Hydrates and the Tandem Contacts of Azide Groups

Crystal Structure and Noncovalent Interactions of Heterocyclic Energetic Molecules

C–C bonded bis-5,6 fused triazole–triazine compound: an advanced heat-resistant explosive with high energy and low sensitivity

Contact Info

Product

Resources

About