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Di-butyltin() complexes with azo-carboxylates: synthesis, characterization, crystal structures and their anti-diabetic assay
Dibutyltin( iv ) complexes 1-3 were synthesized by the reaction of either dibutyltin( iv ) oxide or dibutyltin( iv ) dichloride with azo-carboxylic acid ligands viz. 2/4-(2-hydroxynaphthylazo)-benzoic acids in different stoichiometric reaction ratios. The complexes were characterized by elemental an...
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| Published in: | New journal of chemistry 2020-04, Vol.44 (15), p.5862-5872 |
|---|---|
| Main Authors: | , , , , , |
| Format: | Article |
| Language: | English |
| Subjects: | |
| Citations: | Items that this one cites Items that cite this one |
| Online Access: | Get full text |
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| Summary: | Dibutyltin(
iv
) complexes
1-3
were synthesized by the reaction of either dibutyltin(
iv
) oxide or dibutyltin(
iv
) dichloride with azo-carboxylic acid ligands
viz.
2/4-(2-hydroxynaphthylazo)-benzoic acids in different stoichiometric reaction ratios. The complexes were characterized by elemental analysis and UV, IR and multinuclear [
1
H,
13
C and
119
Sn]-NMR spectroscopy. The geometry and mode of coordination around tin atoms in the complexes in the solid state were determined by X-ray crystal structure analysis. Complex
1
exhibited a dinuclear structure with a distorted square-pyramidal geometry around each Sn atom. Compound
2
showed a bis[dicarboxylatotetraorganodistannoxane] type structure {[R
2
Sn(O
2
CR′)]
2
O}
2
that contained a centrosymmetric Sn
2
O
4
core in which the Sn
2
O
2
ring was connected to the exo-cyclic tin atom through μ
3
-oxo O-atoms. The coordination geometry around exo- and endo-cyclic tin atoms was intermediate between square-pyramidal and trigonal bipyramidal and distorted octahedral, respectively. In
3
, the coordination sphere around the tin atom adopted a skew-trapezoidal bipyramidal geometry. The
119
Sn NMR study suggested a 5-coordinate structure in complexes
1
and
3
in the solution state, while in
2
the geometry around exo- and endo-cyclic tin atoms was found to be a five and six coordinate structure, respectively. Thus, the solid state structure of
1
and
2
is retained in solution, while in
3
the solid state structure is dissociated. The anti-diabetic activity of the complexes was also studied and the results of the assays showed significant activity of compound
2
compared to
1
and
3
.
The results of the anti-diabetic test of the compounds against the alpha glucosidase enzyme showed that
2
exhibits promising activity. |
|---|---|
| ISSN: | 1144-0546 1369-9261 |
| DOI: | 10.1039/d0nj00536c |