Synthesis and structural studies of novel aminopolychloroethylated chelate acetylacetonate complexes of aluminum (III) a

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ORIGINAL RESEARCH

Synthesis and structural studies of novel aminopolychloroethylated chelate acetylacetonate complexes of aluminum (III) and chromium (III) Spartak S. Khutsishvili 1

&

Gulnur N. Chernysheva 1 & Igor B. Rozentsveig 1,2

Received: 13 December 2019 / Accepted: 21 April 2020 # Springer Science+Business Media, LLC, part of Springer Nature 2020

Abstract Novel bio-medicinally promising complexes of amidotrichloroethylated acetylacetonate with Cr(III) and Al(III), which combine synthetically and pharmacologically attractive fragments, have been synthesized. Structural peculiarities of the complexes were investigated by magnetic resonance techniques (EPR, NMR) and some other modern physical-chemical methods (FT-IR, SEM, and elemental analysis). The axial and orthorhombic distortions of octahedral symmetry are observed in the acetylacetonate derivatives due to the presence of structurally different acetylacetonate ligands in the coordination medium that is supported by EPR and X-ray diffraction analysis data. Keywords Complex . Acetylacetonate . Aluminum . Chromium . Magnetic resonance

Introduction The design of new efficient catalytic systems and promising materials derived from metal complexes represents an urgent challenge for modern medicine, fundamental synthetic chemistry, and engineering [1–6]. In this line, the compounds bearing chelate acetylacetonate mesogenic fragments attract a special attention. Acetylacetonates possess practically important physical properties (optical, magnetic, and electrical) and biological activity. In particular, paramagnetic mesophases with large magnetic anisotropy are known [7, 8]. Acetylacetonate complexes of aluminum and chromium exhibit catalytic activity in the synthesis of various carbon nanostructures [9], and find application in medicine [10]. The unique features of transition metal-based chelate complexes and their ability to specifically interact with biomolecules open the potential for the development of methods for the selective drug delivery [11, 12]. Metal acetylacetonates are also used in agriculture [13].

* Spartak S. Khutsishvili [email protected] 1

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St., Irkutsk, Russia 664033

2

Irkutsk State University, 1 Karl Marx St., Irkutsk, Russia 664003

They find application in NMR spectroscopy as shift reagents [14]. In polymerization processes, metal acetylacetonates are used as catalysts for the preparation of polymers with an ordered microstructure [15]. Therefore, the synthesis and investigations into the properties of new acetylacetonate complexes, functionalized with pharmacophoric substituents in mesogenic fragments, are a priority task of modern chemistry. The sulfonylamino groups are intriguing pharmacophore substituents that open a door to further modification. A sulfonamide fragment can be regarded as a protected amino group [16], which is widely used in organic syntheses [17, 18]. In addition, sulfonamides run the gamut o