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Formation of a new CuII–triazole ester complex from 1,2-cyclohexanedione-bis(p-bromobenzohydrazone) compound as a consequence of copper(II)-catalyzed click reaction
Ist Teil von
Chemical papers, 2021-08, Vol.75 (8), p.3901-3914
Ort / Verlag
Warsaw: Versita
Erscheinungsjahr
2021
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
Reaction of 1,2-cyclohexanedione-bis(
p
-bromobenzohydrazone) (
CBB
) as a bis-aroyl-hydrazone derivative with copper(II) nitrate trihydrate in acetonitrile under ambient conditions produced a mononuclear Cu(II) complex [Cu(TE)(NO
3
)
2
] (TE: triazole-ester) (
1
). TE is an intermediate which is formed in situ during the oxidation of
CBB
by Cu(II) ion based on so-called copper(II)-catalyzed click reaction.
CBB
and
1
are characterized with various techniques. On the basis of single-crystal X-ray crystallography, compound
1
is confirmed as a 4-coordinate mononuclear Cu(II) complex with a distorted square planner geometry. In this compound, copper is bound to the 1-N of two monodentate triazole ester molecules and two monodentate nitrate ions. Moreover, the antimicrobial activity of
CBB
and
1
against some selected pathogenic bacteria was investigated. Due to this study, these compounds showed a good antibacterial activity. In addition, the Hirshfeld surface analysis (
d
norm
surface and two-dimensional fingerprint plots) was performed to reveal the nature of intermolecular interactions in
CBB
and
1
. The most important contributions for the crystal packing of
CBB
are mainly from H…H (28.8%), Br…H/H…Br (23.2%) and C…H/H…C (19.5%) interactions, while the most important contributions for the crystal packing of
1
are found to be from H…H (27%), O…H/H…O (23.7%) and Br…H/H…Br (19%) interactions.