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JOURNALS // Mendeleev Communications // Archive
Mendeleev Commun., 2021 Volume 31, Issue 2, Pages 191–193 (Mi mendc875)
This article is cited in 21 papers

Communications

Supramolecular organic frameworks derived from bromoaryl-substituted dichlorodiazabutadienes via Cl···Br halogen bonding

N. G. Shikhaliyeva, A. M. Maharramova, Kh. N. Bagirovaa, G. T. Suleymanovaa, B. D. Tsyrenovab, V. G. Nenajdenkob, A. S. Novikovc, V. N. Khrustalevde, A. G. Tskhovrebovef

a Department of Chemistry, Baku State University, Baku, Azerbaijan
b Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
c Institute of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation
d N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
e Peoples Friendship University of Russia (RUDN University), Moscow, Russian Federation
f N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: 1-Aryl-3-(4-bromophenyl)-4,4-dichloro-1,2-diazabuta-1,3- dienes were synthesized via copper-catalyzed reaction of 4-bromobenzaldehyde arylhydrazones with CCl4. X-ray diffraction analysis revealed non-covalent Cl···Br interactions in the crystalline state and formation of 3D supramolecular framework; DFT calculations and topological analysis of the electron density distribution within the framework of Bader's theory (QTAIM method) confirmed these observations. Theoretical calculations showed that highly polarizable dichlorodiazadiene unit is capable of acting as a relatively strong halogen bond donor.

Keywords: non-covalent interactions, crystal engineering, halogen bonding, azo dyes, DFT, QTAIM.

Language: English

DOI: 10.1016/j.mencom.2021.03.015


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