Synthesis, Characterization, and X-ray Structures of Diphenyltin(IV) N-(2-Hydroxyacetophenone)glycinate, Its 1:1 Adduct with Triphenyltin(IV) Chloride, and Related Systems

Abstract

The compound [Ph2Sn(2-OC6H4C(CH3)NCH2COO)], 1, shows a distorted trigonal-bipyramidal geometry in the solid state. Reaction of 1 with Ph3SnCl yields a 1:1 adduct in which the two tin atoms are joined via the carbonyl atom of the ligand in 1 to form a mixed diorgano/triorgano species. NMR data indicate that the 1:1 adduct dissociates in noncoordinating solvent. Similarly, [ t Bu2Sn(2-OC6H4C(CH3)NCH2COO)· t Bu2SnCl2], which has been characterized crystallographically in the solid state, is dissociated in solution. In contrast to the above behavior, monomeric [Vin2Sn(2-OC6H4C(CH3)NCH2COO)] forms an adduct with a water molecule to yield [Vin2Sn(2-OC6H4C(CH3)NCH2COO)OH2] in the solid state.

Amino acetate functionalized Schiff base organotin(IV) complexes as anticancer drugs: synthesis, structural characterization, and in vitro cytotoxicity studies

“…On the other hand, the X-ray crystal structure of complex 4 demonstrated a pseudo-trigonal bipyramid geometry around tin atom [58]. The chemical shift data for this complex in CDCl 3 displayed a 119 Sn chemical shift at -340 ppm, which closely matches the shifts reported for diphenyltin(IV) amino acetate [39,41], which has five-coordinate Sn-atoms in solution. This shift testifies that the solid structure of 4, revealed in the crystal structure, is retained in solution.…”

“…In view of the increasing interest in organotin(IV) carboxylates and prompted by their structural diversity [38] and broad therapeutic activity [27], organotin(IV) complexes of Schiff bases derived from amino acids have also been investigated extensively [39][40][41][42][43][44][45][46][47][48][49]. An overview of the coordination behaviour of such Schiff bases towards organotin(IV) is shown in Scheme 1.…”

Synthesis and Characterization of Some Triphenyltin(IV) Complexes from Sterically Crowded [((E)-1-{2-Hydroxy-5-[(E)-2-(aryl)-1-diazenyl]phenyl}methylidene)amino]acetate Ligands and Crystal Structure Analysis of a Tetrameric Triphenyltin(IV) Compound

“…The construction of multidimensional architectures depends on the combination of several factors including the type of organic ligands, tin-R groups, tin coordination geometry preferences and metal-to-ligand molar ratio. The self-assembly of organotin(IV) complexed Schiff bases containing the amino acetate moiety is particularly attractive, since it can be accomplished in one-pot reactions, and the complexes have attracted much interest owing to their novel structural possibilities and therapeutic activity [3][4][5][6][7][8][9][10][11][12][13][14]. Recent reports on the structures of such complexes [3][4][5][6][7][8][9][10][11][12][13][14] show that Schiff base-amino acid systems are …”

Synthesis and Structures of Two Triorganotin(IV) Polymers R3Sn{O2CC6H4[N=C(H)}{C(CH3)CH(CH3)-3-OH]-p} n (R = Me and Ph) Containing a 4-[(2Z)-(3-Hydroxy-1-methyl-2-butenylidene)amino] benzoic Acid Framework

“…In particular, the organotin(IV) derivatives of Schiff bases containing amino acetate skeletons have demonstrated diverse structural possibilities [10][11][12][13][14][15][16][17][18] and cytotoxic potential [8,17,18]. A usual common obstacle in the work is the synthesis of Schiff bases in the form of free acids and hence their sodium or potassium salt are frequently used for the reactions which are stable only for a short period.…”