TY  - CONF
AU  - Đunović, Aleksandra B.
AU  - Veljković, Ivana S.
AU  - Šajatović, Vanja
AU  - Veljković, Dušan Ž.
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5827
AB  - It is known that halogen interactions can be a tool for modifying the potential above the
central regions of the molecular surfaces of halogen-substituted high-energy molecules
(HEMs), which is directly related to the sensitivity towards detonation of those molecules.
Also, it is known that the substitution of hydrogen with halogen in some organic molecules
which contain a nitro group can affect the dissociation energy of the C – N bond. In this
work the molecules of 1,4- and 2,3-halo substituted 5,8-dinitronaphthalene were studied.
Electrostatic potential maps were calculated for each of these molecules using the
PBEPBE/6-311G** level of theory. The WFA-SAS program was used to obtain the maps of
electrostatic potential. The dissociation energies of C – N bonds in the mentioned molecules
were calculated using the SAPT program. Also, the heats of formation and the Widberg bond
order were calculated. The results indicate that the halogens will have a much greater
influence on the potentials above the central regions of the molecular surfaces in the case
when they are located at positions 2 and 3 in 5,8-dinitronaphthalene. However, halogens in
positions 1 and 4 lead to a significant decrease in the dissociation energy of C – N bonds,
compared to 2,3-substituted analogues. It is believed that these differences are the results of
different characteristics of the halogens, but also their positions in relation to the nitro
groups.
Acknowledgments
This research was supported by the Science Fund of the Republic of Serbia, PROMIS,
#6066886, CD-HEM.
C3  - Twentieth Young Researchers Conference – Materials Science and Engineering
T1  - Role of halogen substituents in the design of halogen-containing high energy materials
SP  - 23
EP  - 23
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5827
ER  - 

@conference{
author = "Đunović, Aleksandra B. and Veljković, Ivana S. and Šajatović, Vanja and Veljković, Dušan Ž.",
year = "2022",
abstract = "It is known that halogen interactions can be a tool for modifying the potential above the
central regions of the molecular surfaces of halogen-substituted high-energy molecules
(HEMs), which is directly related to the sensitivity towards detonation of those molecules.
Also, it is known that the substitution of hydrogen with halogen in some organic molecules
which contain a nitro group can affect the dissociation energy of the C – N bond. In this
work the molecules of 1,4- and 2,3-halo substituted 5,8-dinitronaphthalene were studied.
Electrostatic potential maps were calculated for each of these molecules using the
PBEPBE/6-311G** level of theory. The WFA-SAS program was used to obtain the maps of
electrostatic potential. The dissociation energies of C – N bonds in the mentioned molecules
were calculated using the SAPT program. Also, the heats of formation and the Widberg bond
order were calculated. The results indicate that the halogens will have a much greater
influence on the potentials above the central regions of the molecular surfaces in the case
when they are located at positions 2 and 3 in 5,8-dinitronaphthalene. However, halogens in
positions 1 and 4 lead to a significant decrease in the dissociation energy of C – N bonds,
compared to 2,3-substituted analogues. It is believed that these differences are the results of
different characteristics of the halogens, but also their positions in relation to the nitro
groups.
Acknowledgments
This research was supported by the Science Fund of the Republic of Serbia, PROMIS,
#6066886, CD-HEM.",
journal = "Twentieth Young Researchers Conference – Materials Science and Engineering",
title = "Role of halogen substituents in the design of halogen-containing high energy materials",
pages = "23-23",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5827"
}

Đunović, A. B., Veljković, I. S., Šajatović, V.,& Veljković, D. Ž.. (2022). Role of halogen substituents in the design of halogen-containing high energy materials. in Twentieth Young Researchers Conference – Materials Science and Engineering, 23-23.
https://hdl.handle.net/21.15107/rcub_cherry_5827

Đunović AB, Veljković IS, Šajatović V, Veljković DŽ. Role of halogen substituents in the design of halogen-containing high energy materials. in Twentieth Young Researchers Conference – Materials Science and Engineering. 2022;:23-23.
https://hdl.handle.net/21.15107/rcub_cherry_5827 .

Đunović, Aleksandra B., Veljković, Ivana S., Šajatović, Vanja, Veljković, Dušan Ž., "Role of halogen substituents in the design of halogen-containing high energy materials" in Twentieth Young Researchers Conference – Materials Science and Engineering (2022):23-23,
https://hdl.handle.net/21.15107/rcub_cherry_5827 .

TY  - CONF
AU  - Kretić, Danijela S.
AU  - Veljković, Ivana S.
AU  - Marković, Nikola
AU  - Veljković, Dušan Ž.
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5828
AB  - Recent advances in high-energy materials studies have shown that coordination compounds
are promising energetic compounds with satisfactory detonation properties and moderate
sensitivity. Earlier experimental studies found that the nitro-acetylacеtonato aluminum (III)
complex easily ignites in the air when heated. Theoretical calculations performed on
nitroaromatic explosives revealed that molecular electrostatic potential over the C-NO2
bonds is a good tool for determining the impact sensitivity of these molecules. Herein, we
calculated the molecular electrostatic potential and bond dissociation energies for several
nitro-tris(acetylacetonato) complexes. A rough estimation of the electrostatic potential
predicts slightly positive electrostatic potentials above the C-NO2 bonds. These results show
that the metal ion replacement may induce the fine adjustment of electrostatic potential
above the C-NO2 bonds in the nitro-chelate complexes. The reported results agree with the
calculated bond dissociation energies. These values indicate that introducing the transition
metals in the nitro-chelate complexes may increase their sensitivity. However, we also
synthesized and characterized the nitro-tris(acetylacetonato) cobalt(III) complex. The
UV/VIS and FTIR tests confirmed that the synthesized complex was Co(acac-NO2)3. The
obtained results agree with the experimental results that Collman et al. reported. The open
flame test showed that this complex easily combusts when exposed to the open flame.
Acknowledgments
This research was supported by the Science Fund of the Republic of Serbia, PROMIS,
#6066886,CD-HEM.
C3  - Twentieth Young Researchers Conference – Materials Science and Engineering
T1  - Tris-(nitroacetylacetonato) complexes as new high-energy materials
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5828
ER  - 

@conference{
author = "Kretić, Danijela S. and Veljković, Ivana S. and Marković, Nikola and Veljković, Dušan Ž.",
year = "2022",
abstract = "Recent advances in high-energy materials studies have shown that coordination compounds
are promising energetic compounds with satisfactory detonation properties and moderate
sensitivity. Earlier experimental studies found that the nitro-acetylacеtonato aluminum (III)
complex easily ignites in the air when heated. Theoretical calculations performed on
nitroaromatic explosives revealed that molecular electrostatic potential over the C-NO2
bonds is a good tool for determining the impact sensitivity of these molecules. Herein, we
calculated the molecular electrostatic potential and bond dissociation energies for several
nitro-tris(acetylacetonato) complexes. A rough estimation of the electrostatic potential
predicts slightly positive electrostatic potentials above the C-NO2 bonds. These results show
that the metal ion replacement may induce the fine adjustment of electrostatic potential
above the C-NO2 bonds in the nitro-chelate complexes. The reported results agree with the
calculated bond dissociation energies. These values indicate that introducing the transition
metals in the nitro-chelate complexes may increase their sensitivity. However, we also
synthesized and characterized the nitro-tris(acetylacetonato) cobalt(III) complex. The
UV/VIS and FTIR tests confirmed that the synthesized complex was Co(acac-NO2)3. The
obtained results agree with the experimental results that Collman et al. reported. The open
flame test showed that this complex easily combusts when exposed to the open flame.
Acknowledgments
This research was supported by the Science Fund of the Republic of Serbia, PROMIS,
#6066886,CD-HEM.",
journal = "Twentieth Young Researchers Conference – Materials Science and Engineering",
title = "Tris-(nitroacetylacetonato) complexes as new high-energy materials",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5828"
}

Kretić, D. S., Veljković, I. S., Marković, N.,& Veljković, D. Ž.. (2022). Tris-(nitroacetylacetonato) complexes as new high-energy materials. in Twentieth Young Researchers Conference – Materials Science and Engineering.
https://hdl.handle.net/21.15107/rcub_cherry_5828

Kretić DS, Veljković IS, Marković N, Veljković DŽ. Tris-(nitroacetylacetonato) complexes as new high-energy materials. in Twentieth Young Researchers Conference – Materials Science and Engineering. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_5828 .

Kretić, Danijela S., Veljković, Ivana S., Marković, Nikola, Veljković, Dušan Ž., "Tris-(nitroacetylacetonato) complexes as new high-energy materials" in Twentieth Young Researchers Conference – Materials Science and Engineering (2022),
https://hdl.handle.net/21.15107/rcub_cherry_5828 .

TY  - CONF
AU  - Đunović, Aleksandra B.
AU  - Veljković, Ivana S.
AU  - Veljković, Dušan Ž.
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5832
AB  - Sensitivity towards detonation of high energetic materials (HEMs) and the positive
potential in the central regions of their molecular surfaces are directly related. The
presence of halogen atoms in HEMs creates the possibility for halogen bonding which
can be used for modifying of electrostatic potential values [1]. Also, it has been noticed
that the substitution of hydrogen atoms by halogen atoms in molecules like nitromethane
leads to a decrease of bond dissociation energy values (BDE) for the C–N bond [2].
In this paper, the geometries and potentials in the central regions of molecular surfaces
of 1,4-dihalo-5,8-dinitronaphthalene and 2,3-dihalo-5,8-dinitronaphthalene were
analyzed. Optimal geometries and maps of electrostatic potential (MEP) were calculated
using PBEPBE/6-311G** level of theory. The WFA-SAS program was used to obtain
MEP for the mentioned molecules. Bond dissociation energies for optimized geometries
were calculated using SAPT program.
Results showed that the potentials above the central regions of molecular sufaces in the
2,3-dihalo-5,8-dinitronaphthalene molecules are higher than in the case of 1,4-dihalo-
5,8-dinitronaphthalene analogues. The most significant difference was detected in the
case of molecules with chlorine as a substituent (up to 3 kcal/mol). However, the
dissociation energies of C–N bonds are higher for all 2,3-substituted dinitronaphthalenes
compared to 1,4-substituted analogues. There is a decrease in BDE values in both cases,
but it is more significant for the 1,4-substituted dinitronaphthalenes, where the BDE
value for 1,4-difluoro-5,8-dinitronaphthalene is more than 7 kcal/mol higher compared
to the BDE for iodine analogue.
References
1. A. B. Đunović, D. Ž. Veljković, CrystEngComm. 2021, 23, 6915.
2. G. M. Khrapkovskii, A. G. Shamov, R. V. Tsyshevsky, D. V. Chachkov, D. L. Egorov,
I. V. Aristov, Comput. Theor. Chem. 2012, 985, 80.
Acknowledgments
This research was supported by the Science Fund of the Republic of
Serbia, PROMIS, #6066886, CD-HEM.
C3  - 8th Conference of Young Chemists of Serbia, Belgrade, Serbia, 29th October, 2022. In: Book of Abstracts
T1  - Influence of the presence of halogen substituents on high-energy properties of nitroaromatic molecules
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5832
ER  - 

@conference{
author = "Đunović, Aleksandra B. and Veljković, Ivana S. and Veljković, Dušan Ž.",
year = "2022",
abstract = "Sensitivity towards detonation of high energetic materials (HEMs) and the positive
potential in the central regions of their molecular surfaces are directly related. The
presence of halogen atoms in HEMs creates the possibility for halogen bonding which
can be used for modifying of electrostatic potential values [1]. Also, it has been noticed
that the substitution of hydrogen atoms by halogen atoms in molecules like nitromethane
leads to a decrease of bond dissociation energy values (BDE) for the C–N bond [2].
In this paper, the geometries and potentials in the central regions of molecular surfaces
of 1,4-dihalo-5,8-dinitronaphthalene and 2,3-dihalo-5,8-dinitronaphthalene were
analyzed. Optimal geometries and maps of electrostatic potential (MEP) were calculated
using PBEPBE/6-311G** level of theory. The WFA-SAS program was used to obtain
MEP for the mentioned molecules. Bond dissociation energies for optimized geometries
were calculated using SAPT program.
Results showed that the potentials above the central regions of molecular sufaces in the
2,3-dihalo-5,8-dinitronaphthalene molecules are higher than in the case of 1,4-dihalo-
5,8-dinitronaphthalene analogues. The most significant difference was detected in the
case of molecules with chlorine as a substituent (up to 3 kcal/mol). However, the
dissociation energies of C–N bonds are higher for all 2,3-substituted dinitronaphthalenes
compared to 1,4-substituted analogues. There is a decrease in BDE values in both cases,
but it is more significant for the 1,4-substituted dinitronaphthalenes, where the BDE
value for 1,4-difluoro-5,8-dinitronaphthalene is more than 7 kcal/mol higher compared
to the BDE for iodine analogue.
References
1. A. B. Đunović, D. Ž. Veljković, CrystEngComm. 2021, 23, 6915.
2. G. M. Khrapkovskii, A. G. Shamov, R. V. Tsyshevsky, D. V. Chachkov, D. L. Egorov,
I. V. Aristov, Comput. Theor. Chem. 2012, 985, 80.
Acknowledgments
This research was supported by the Science Fund of the Republic of
Serbia, PROMIS, #6066886, CD-HEM.",
journal = "8th Conference of Young Chemists of Serbia, Belgrade, Serbia, 29th October, 2022. In: Book of Abstracts",
title = "Influence of the presence of halogen substituents on high-energy properties of nitroaromatic molecules",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5832"
}

Đunović, A. B., Veljković, I. S.,& Veljković, D. Ž.. (2022). Influence of the presence of halogen substituents on high-energy properties of nitroaromatic molecules. in 8th Conference of Young Chemists of Serbia, Belgrade, Serbia, 29th October, 2022. In: Book of Abstracts.
https://hdl.handle.net/21.15107/rcub_cherry_5832

Đunović AB, Veljković IS, Veljković DŽ. Influence of the presence of halogen substituents on high-energy properties of nitroaromatic molecules. in 8th Conference of Young Chemists of Serbia, Belgrade, Serbia, 29th October, 2022. In: Book of Abstracts. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_5832 .

Đunović, Aleksandra B., Veljković, Ivana S., Veljković, Dušan Ž., "Influence of the presence of halogen substituents on high-energy properties of nitroaromatic molecules" in 8th Conference of Young Chemists of Serbia, Belgrade, Serbia, 29th October, 2022. In: Book of Abstracts (2022),
https://hdl.handle.net/21.15107/rcub_cherry_5832 .