Synthesis and structures of some diorganotin bis(hydroxamate)s

Abstract

Analysis of literature data on the antitumor activity of organotin compounds reveals that R2SnX2 and their complexes containing SnO, SnN or SnS bonds often exhibit biological activity, especially if such bonds are formed by means of intramolecular coordination. Furthermore, a wide range of biological activities, from fungicidal, bactericidal and antiseptic to psychotropic and antitumor, is found to be characteristic for some organic hydroxamic acids (N‐acylhydroxylamines). From this point of view the diorgantion bis‐hydroxamates in this paper are of particular interest as potential biologically active antitumor drugs. Di‐n‐butyltin bis(N‐methyl‐N‐p‐bromobenzoylhydroxylamine) is being screened for antitumor activity.

Trans–cis octahedral interconversion pathway in diorganotin compounds

“…For instance, trans-bis(N-acetylhydroxylamino)dimethyltin(IV) AE H 2 O has a weakly bound O neighbor at 2.98 Å . On the extreme left, compound bis(nbutyl-(N-phenyl-N-benzoylhydroxylamino))-tin (refcode WEYMUI) [22] has a C-Sn-C bond angle of 134°and appears anomalous as a wider value would be expected for its Os-Sn-Os 0 value. This species shows a strong deviation of the STB model having an angle between both chelates of 10.7°.…”

Organometallic complexes with biological molecules. XVIII. Alkyltin(IV) cephalexinate complexes: synthesis, solid state and solution phase investigations

“…2) [50], together with data extracted for several other complexes with structures well established and equal to those proposed [52][53][54][55][56][57][58][59][60][61][62][63]. For triorganotin(IV) cephalexin complexes, the results, for the performed calculations, are reported in Table 4.…”

“…The distortion from the octahedral towards a skew trapezoidal configuration of Alk 2 Sn(IV)OHceph Á H 2 O complexes could be inferred by comparing their experimental nuclear quadrupole splitting, jD exp j, with those of homologous organotin(IV) complexes with well ascertained octahedral skew trapezoidal geometry, Table 5 [30, [54][55][56][57][58][59][60][61][62][63].…”

“…Often, this geometry is advanced, on the basis of experimental data, C-Sn-C bonds ranging between 122°and 140° [30,[54][55][56][57][58][59][60][61][62][63].…”

Synthesis, characterization and cytotoxicity of novel mixed-ligand butyl-hexyltin(IV) complexes with N-hydroxybenzamides

“…The coordination polyhedron consists of one butyl group, one hexyl group and two oxygen atoms (one oxygen derived from C@O, the other oxygen stemmed from -OH) from asymmetric N-hydroxybenzamide moieties, leading to a highly distorted octahedral geometry [22][23][24]. Each tin centre is hexa-coordinated in cis coordination geometry [25], with angles of 104.07 (19)°for C19-Sn1-C15 and 104.3(3)°for C43-Sn2-C39, being much smaller than those reported dialkyltin(IV) complexes with N-hydroxybenzamides [26,27]. For example, the tin centers of [Me 2 Sn{4-ClC 6 H 4-C(O)NHO} 2 ] with angles of 142.7(2)°C-Sn-C and [Me 2 Sn{4-OCH 3 C 6 H 4 C(O)NHO} 2 ] with angles of 140.8(2)° [16].…”