Dinuclear Monomeric and Macrocyclic Organotin Dithiocarbamates Derived from 1,10‐Diaza‐18‐crown‐6 and 4,4′‐Trimethylenedipiperidine

Abstract

Abstract1,10‐Diaza‐18‐crown‐6 and 4,4′‐trimethylenedipiperidine were transformed into bis‐dithiocarbamate ligands, which were then reacted in situ with different di‐ and triorganotin(IV) chlorides to generate dinuclear monomeric or macrocyclic products. The identity of the compounds was established by elemental analysis, multinuclear NMR spectroscopy (1H, 13C, and 119Sn), IR spectroscopy, mass spectrometry, and for representative examples additionally by single‐crystal X‐ray diffraction analysis. In combination with DFT calculations, the structural characterization showed that diaryltin and dialkyltin fragments give macrocycles of different conformation owing to changes in the coordination stereochemistry (cis vs. trans isomers). The macrocycle cavities are suitable for the inclusion of guest molecules. At the supramolecular level, the Sn complex molecules are linked through intermolecular C–H···S and C–H···Cl interactions in the solid state.

Triorganotin(IV) derivatives with semirigid heteroditopic hydroxo‐carboxylato ligands: Synthesis, characterization, and cytotoxic properties

“…The observation that the organic substituents at the tin atoms have a strong influence on the self-assembly product of tectons based on organotin compounds is supported also by reports on other tin-ligand systems. [14,19,21,30,49,76,77] 1D polymeric structures similar to 1-3 were observed previously in related systems, [19,21,[78][79][80] but there are also reports on macrocyclic assemblies. [81] 3. oxygen atoms from two ligands, giving C 3 SnO 3 coordination environments as in compounds 1-3 ( Figures S47, S51, S52, and S53).…”

Derivatives of Dapsone (dap): Synthesis and Study on In Vitro Anticancer Activity and DNA Laddering Against Hep G2 and C6 Human Cancer Cell Lines

“…These observations are in accord with the experimental data and with the theoretical data calculated by us recently on similar type of complexes. The transannular M⋅⋅⋅M distances of 9.194, 9.021 and 11.389 calculated from these 44‐membered macrocycles 1 a‐1 c , respectively, are significantly smaller than the similar distances obtained experimentally for 33 membered macrocycles, however, these are comparable to those of analogous systems . The macrocyclic cavity seems to be hydrophobic because sulfur atoms are inclined inwards.…”

Binuclear diphenyltin(IV)dithiocarbamate complexes bearing functionalized linkers: Synthesis, spectral characterization, DFT and in vitro anticancer activity

“…[58] The loss of coplanarity associated with amide moiety along with deviations in electronic structural parameters establishes the high flexibility of -(CH 2 CONHC 6 H 5 ) 2 SO 2linker. [58] The transannular Sn-Sn distances obtained from the optimized geometry of 1 (Figure 4) appear at 10.691 Å, which is larger than their analogous systems. This factor plays a key role for improved interaction with various biomolecules.…”