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Organometallic complexes with biological molecules. IX. Diorgano‐ and triorgano‐tin(IV)[meso‐tetra (4‐sulfonatophenyl)porphinate] derivatives: solid‐state and solution‐phase structural aspects and in vivo effects
Author(s) -
Pellerito A.,
Fiore T.,
Giuliani A. M.,
Maggio F.,
Pellerito L.,
Mansueto C.
Publication year - 1997
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/(sici)1099-0739(199709)11:9<707::aid-aoc632>3.0.co;2-j
Subject(s) - chemistry , octahedron , tetra , tin , trigonal bipyramidal molecular geometry , molecule , denticity , alkoxy group , proton nmr , nuclear magnetic resonance spectroscopy , stereochemistry , metal , ligand (biochemistry) , medicinal chemistry , crystallography , organic chemistry , receptor , crystal structure , biochemistry , alkyl
Diorgano‐ and triorgano‐tin(IV) derivatives of meso ‐tetra(4‐sulfonatophenyl)porphine (H 4 TPPS) with general formula (R 2 Sn) 2 TPPS and (R 3 Sn) 4 TPPS (TPPS 4− =[ meso ‐tetra(4‐sulfonatophenyl)porphinate] 4− , R=Me, Bu, Ph) have been obtained and their solid‐state configuration inferred on the basis of IR and Mössbauer spectroscopy, while solution‐phase studies have been carried out by 1 H and 13 C NMR in DMSO‐d 6 , together with determination of the in vivo cytotoxicity of the new derivatives towards embryonic development of Ciona intestinalis . In particular, octahedral and trigonal‐bipyramidal eq‐R 3 Sn polymeric configurations are proposed, in the solid state, respectively for (R 2 Sn) 2 TPPS and (R 3 Sn) 4 TPPS complexes, with the arylsulfonate groups behaving as monoanionic bidentate bridging ligands. The 1 H and 13 C NMR data lead to the conclusion that the metal‐to‐ligand ratio (2:1 or 4:1), binding site (the sulfonato‐group oxygens), and the coordination polyhedron around the metal ( trans ‐octahedral or trigonal‐bipyramidal) found in the solid state are preserved in solution. © 1997 John Wiley & Sons, Ltd.