Triorganotin(IV) complexes of the 7-amino-2-(methylthio)[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylic acid (HL), Me3SnL(H2O), (1), [n-Bu3SnL]2(H2O), (2), Ph3SnL(MeOH), (3), were synthesized by reacting the amino acid with organotin(IV) hydroxides or oxides in refluxing methanol. The complexes have been characterized by elemental analysis, 1H, 13C and 119Sn NMR, IR, Raman and 119Sn Mössbauer spectroscopic techniques. Single crystal X-ray diffraction data were obtained for compounds (2) and (3). Ph3SnL(MeOH) presents a trigonal bipyramidal structure with the organic groups on the equatorial plane and the axial positions occupied by a ligand molecule, coordinated to tin through the carboxylate, and a solvent molecule, MeOH. A similar structure is proposed for Me3SnL(H2O) on the basis of analytical and spectroscopic data. The tributyltin(IV) derivative, [n-Bu3SnL]2(H2O), is characterized by two different tin sites with similar tbp geometry featured by butyl groups on the equatorial plane. Sn(1) and Sn(2) atoms are axially bridged by a ligand molecule binding through the N(4) and the carboxylate group; the two coordination spheres are saturated by another ligand molecule, binding the metal through the carboxylate group, and a water molecule, respectively. Antimicrobial tests on compounds 1 and 2 showed in vitro activity against Gram-positive bacteria.

Ruisi, G., Canfora, L., Bruno, G., Rotondo, A., Mastropietro, T.F., Debbia, E.A., et al. (2010). Triorganotin(IV) derivatives of 7-amino-2-(methylthio)[1,2,4]triazolo [1,5-a]pyrimidine-6-carboxylic acid. Synthesis, spectroscopic characterization, in vitro antimicrobial activity and X-ray crystallography. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 695, 546-551 [10.1016/j.jorganchem.2009.11.019].

Triorganotin(IV) derivatives of 7-amino-2-(methylthio)[1,2,4]triazolo [1,5-a]pyrimidine-6-carboxylic acid. Synthesis, spectroscopic characterization, in vitro antimicrobial activity and X-ray crystallography

RUISI, Giuseppe;CANFORA, Loredana;GIRASOLO, Maria Assunta;MEGNA, Bartolomeo
2010-01-01

Abstract

Triorganotin(IV) complexes of the 7-amino-2-(methylthio)[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylic acid (HL), Me3SnL(H2O), (1), [n-Bu3SnL]2(H2O), (2), Ph3SnL(MeOH), (3), were synthesized by reacting the amino acid with organotin(IV) hydroxides or oxides in refluxing methanol. The complexes have been characterized by elemental analysis, 1H, 13C and 119Sn NMR, IR, Raman and 119Sn Mössbauer spectroscopic techniques. Single crystal X-ray diffraction data were obtained for compounds (2) and (3). Ph3SnL(MeOH) presents a trigonal bipyramidal structure with the organic groups on the equatorial plane and the axial positions occupied by a ligand molecule, coordinated to tin through the carboxylate, and a solvent molecule, MeOH. A similar structure is proposed for Me3SnL(H2O) on the basis of analytical and spectroscopic data. The tributyltin(IV) derivative, [n-Bu3SnL]2(H2O), is characterized by two different tin sites with similar tbp geometry featured by butyl groups on the equatorial plane. Sn(1) and Sn(2) atoms are axially bridged by a ligand molecule binding through the N(4) and the carboxylate group; the two coordination spheres are saturated by another ligand molecule, binding the metal through the carboxylate group, and a water molecule, respectively. Antimicrobial tests on compounds 1 and 2 showed in vitro activity against Gram-positive bacteria.
Settore ING-IND/22 - Scienza E Tecnologia Dei Materiali
Settore CHIM/03 - Chimica Generale E Inorganica
http://hdl.handle.net/10447/43753
Ruisi, G., Canfora, L., Bruno, G., Rotondo, A., Mastropietro, T.F., Debbia, E.A., et al. (2010). Triorganotin(IV) derivatives of 7-amino-2-(methylthio)[1,2,4]triazolo [1,5-a]pyrimidine-6-carboxylic acid. Synthesis, spectroscopic characterization, in vitro antimicrobial activity and X-ray crystallography. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 695, 546-551 [10.1016/j.jorganchem.2009.11.019].
File in questo prodotto:
File Dimensione Formato  
JOC2010 2.pdf

accesso aperto

Dimensione 664.07 kB
Formato Adobe PDF
664.07 kB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10447/59665
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 33
  • ???jsp.display-item.citation.isi??? 33
social impact