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Synthesis, spectroscopic characterization and in vitro antimicrobial activity of diorganotin(IV) dichloride adducts with [1,2,4]triazolo-[1,5-a]pyrimidine and 5,7-dimethyl-[1,2,4]triazolo-[1,5-a]pyrimidine
| Content Provider | Semantic Scholar |
|---|---|
| Author | Girasolo, Maria Assunta Schillaci, Domenico Salvo, Clelia Di Barone, Giampaolo Silvestri, Arturo Ruisi, Giuseppe |
| Copyright Year | 2006 |
| Abstract | Abstract The heterocyclic ligands [1,2,4]triazolo-[1,5- a ]pyrimidine (tp) and 5,7-dimethyl-[1,2,4]triazolo-[1,5- a ]pyrimidine (dmtp), react with diorganotin dichlorides giving the addition compounds Me 2 SnCl 2 (tp) 2 , Et 2 SnCl 2 (tp) 2 , Me 2 SnCl 2 (dmtp) 2 , Et 2 SnCl 2 (dmtp) 2 , Bu 2 SnCl 2 (dmtp), Ph 2 SnCl 2 (dmtp). The organotin:ligand stoichiometry goes from 1:2 to 1:1 by increasing the steric hindrance of the organic groups bound to tin. The compounds have been characterized by means of infrared, 119 Sn Mossbauer and 1 H AND 13 C NMR spectroscopy. The ligands presumably coordinate to tin classically through the nitrogen atom at the position 3. The 1:1 complexes adopt trigonal bipyramidal structures, with the organic groups on the equatorial plane and the ligand in the apical position. All- trans octahedral structures are inferred for the 1:2 complexes, except for Et 2 SnCl 2 (tp) 2 , characterized by a skew-trapezoidal structure. 119 Sn Mossbauer measurements, at room temperature, in concomitance with DFT calculations, performed on isomeric structures of R 2 SnCl 2 (tp) 2 (R = Me, Et), allowed us to conclude that the all-trans octahedral coordination induces self-assembly in the solid state, possibly accomplished through π–π stacking interactions among the planar ligands coordinated to the organotin(IV) compound, while the skew-trapezoidal structure attributed to Et 2 SnCl 2 (tp) 2 , induces the formation of monomeric adducts in the solid state. In vitro antimicrobial tests showed that [ n -Bu 2 SnCl 2 (dmtp)] has interesting properties as anti Gram-positive and antibiofilm agent. |
| Starting Page | 693 |
| Ending Page | 701 |
| Page Count | 9 |
| File Format | PDF HTM / HTML |
| DOI | 10.1016/j.jorganchem.2005.10.007 |
| Volume Number | 691 |
| Alternate Webpage(s) | https://iris.unipa.it/retrieve/handle/10447/34394/241465/JOC2006.pdf |
| Alternate Webpage(s) | https://doi.org/10.1016/j.jorganchem.2005.10.007 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
