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Halogenated Diazabutadiene Dyes : Synthesis, Structures, Supramolecular Features, and Theoretical Studies. / Nenajdenko, Valentine G.; Shikhaliyev, Namiq G.; Maharramov, Abel M.; Bagirova, Khanim N.; Suleymanova, Gulnar T.; Novikov, Alexander S.; Khrustalev, Victor N.; Tskhovrebov, Alexander G.

In: Molecules (Basel, Switzerland), Vol. 25, No. 21, 5013, 11.2020.

Research output: Contribution to journal › Article › peer-review

Harvard

Nenajdenko, VG, Shikhaliyev, NG, Maharramov, AM, Bagirova, KN, Suleymanova, GT, Novikov, AS, Khrustalev, VN & Tskhovrebov, AG 2020, 'Halogenated Diazabutadiene Dyes: Synthesis, Structures, Supramolecular Features, and Theoretical Studies', Molecules (Basel, Switzerland), vol. 25, no. 21, 5013. https://doi.org/10.3390/molecules25215013

APA

Nenajdenko, V. G., Shikhaliyev, N. G., Maharramov, A. M., Bagirova, K. N., Suleymanova, G. T., Novikov, A. S., Khrustalev, V. N., & Tskhovrebov, A. G. (2020). Halogenated Diazabutadiene Dyes: Synthesis, Structures, Supramolecular Features, and Theoretical Studies. Molecules (Basel, Switzerland), 25(21), [5013]. https://doi.org/10.3390/molecules25215013

Vancouver

Nenajdenko VG, Shikhaliyev NG, Maharramov AM, Bagirova KN, Suleymanova GT, Novikov AS et al. Halogenated Diazabutadiene Dyes: Synthesis, Structures, Supramolecular Features, and Theoretical Studies. Molecules (Basel, Switzerland). 2020 Nov;25(21). 5013. https://doi.org/10.3390/molecules25215013

Author

Nenajdenko, Valentine G. ; Shikhaliyev, Namiq G. ; Maharramov, Abel M. ; Bagirova, Khanim N. ; Suleymanova, Gulnar T. ; Novikov, Alexander S. ; Khrustalev, Victor N. ; Tskhovrebov, Alexander G. / Halogenated Diazabutadiene Dyes : Synthesis, Structures, Supramolecular Features, and Theoretical Studies. In: Molecules (Basel, Switzerland). 2020 ; Vol. 25, No. 21.

BibTeX

@article{d5746c2a33724ca1abc91b32f9029800,
title = "Halogenated Diazabutadiene Dyes: Synthesis, Structures, Supramolecular Features, and Theoretical Studies",
abstract = "Novel halogenated aromatic dichlorodiazadienes were prepared via copper-mediated oxidative coupling between the corresponding hydrazones and CCl4. These rare azo-dyes were characterized using 1H and 13C NMR techniques and X-ray diffraction analysis for five halogenated dichlorodiazadienes. Multiple non-covalent halogen···halogen interactions were detected in the solid state and studied by DFT calculations and topological analysis of the electron density distribution within the framework of Bader's theory (QTAIM method). Theoretical studies demonstrated that non-covalent halogen···halogen interactions play crucial role in self-assembly of highly polarizable dichlorodiazadienes. Thus, halogen bonding can dictate a packing preference in the solid state for this class of dichloro-substituted heterodienes, which could be a convenient tool for a fine tuning of the properties of this novel class of dyes.",
keywords = "azo dyes, crystal engineering, DFT, halogen bonding, non-covalent interactions, QTAIM, POLYMERS, MOLECULAR-ORBITAL METHODS, COMPLEXES, NONCOVALENT INTERACTIONS, HYDROGEN-BONDS, ATOMS, BASIS-SET",
author = "Nenajdenko, {Valentine G.} and Shikhaliyev, {Namiq G.} and Maharramov, {Abel M.} and Bagirova, {Khanim N.} and Suleymanova, {Gulnar T.} and Novikov, {Alexander S.} and Khrustalev, {Victor N.} and Tskhovrebov, {Alexander G.}",
note = "Nenajdenko, V.G.; Shikhaliyev, N.G.; Maharramov, A.M.; Bagirova, K.N.; Suleymanova, G.T.; Novikov, A.S.; Khrustalev, V.N.; Tskhovrebov, A.G. Halogenated Diazabutadiene Dyes: Synthesis, Structures, Supramolecular Features, and Theoretical Studies. Molecules 2020, 25, 5013.",
year = "2020",
month = nov,
doi = "10.3390/molecules25215013",
language = "English",
volume = "25",
journal = "Molecules",
issn = "1420-3049",
publisher = "MDPI AG",
number = "21",

}

RIS

TY - JOUR

T1 - Halogenated Diazabutadiene Dyes

T2 - Synthesis, Structures, Supramolecular Features, and Theoretical Studies

AU - Nenajdenko, Valentine G.

AU - Shikhaliyev, Namiq G.

AU - Maharramov, Abel M.

AU - Bagirova, Khanim N.

AU - Suleymanova, Gulnar T.

AU - Novikov, Alexander S.

AU - Khrustalev, Victor N.

AU - Tskhovrebov, Alexander G.

N1 - Nenajdenko, V.G.; Shikhaliyev, N.G.; Maharramov, A.M.; Bagirova, K.N.; Suleymanova, G.T.; Novikov, A.S.; Khrustalev, V.N.; Tskhovrebov, A.G. Halogenated Diazabutadiene Dyes: Synthesis, Structures, Supramolecular Features, and Theoretical Studies. Molecules 2020, 25, 5013.

PY - 2020/11

Y1 - 2020/11

N2 - Novel halogenated aromatic dichlorodiazadienes were prepared via copper-mediated oxidative coupling between the corresponding hydrazones and CCl4. These rare azo-dyes were characterized using 1H and 13C NMR techniques and X-ray diffraction analysis for five halogenated dichlorodiazadienes. Multiple non-covalent halogen···halogen interactions were detected in the solid state and studied by DFT calculations and topological analysis of the electron density distribution within the framework of Bader's theory (QTAIM method). Theoretical studies demonstrated that non-covalent halogen···halogen interactions play crucial role in self-assembly of highly polarizable dichlorodiazadienes. Thus, halogen bonding can dictate a packing preference in the solid state for this class of dichloro-substituted heterodienes, which could be a convenient tool for a fine tuning of the properties of this novel class of dyes.

AB - Novel halogenated aromatic dichlorodiazadienes were prepared via copper-mediated oxidative coupling between the corresponding hydrazones and CCl4. These rare azo-dyes were characterized using 1H and 13C NMR techniques and X-ray diffraction analysis for five halogenated dichlorodiazadienes. Multiple non-covalent halogen···halogen interactions were detected in the solid state and studied by DFT calculations and topological analysis of the electron density distribution within the framework of Bader's theory (QTAIM method). Theoretical studies demonstrated that non-covalent halogen···halogen interactions play crucial role in self-assembly of highly polarizable dichlorodiazadienes. Thus, halogen bonding can dictate a packing preference in the solid state for this class of dichloro-substituted heterodienes, which could be a convenient tool for a fine tuning of the properties of this novel class of dyes.

KW - azo dyes

KW - crystal engineering

KW - DFT

KW - halogen bonding

KW - non-covalent interactions

KW - QTAIM

KW - POLYMERS

KW - MOLECULAR-ORBITAL METHODS

KW - COMPLEXES

KW - NONCOVALENT INTERACTIONS

KW - HYDROGEN-BONDS

KW - ATOMS

KW - BASIS-SET

UR - http://www.scopus.com/inward/record.url?scp=85095395355&partnerID=8YFLogxK

U2 - 10.3390/molecules25215013

DO - 10.3390/molecules25215013

M3 - Article

C2 - 33138101

AN - SCOPUS:85095395355

VL - 25

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 21

M1 - 5013

ER -

ID: 70761227