Tin dithiocarbamates: applications and structures

Abstract

The uses and potential utility of tin/organotin dithiocarbamate, − S 2 CNR 2 , compounds are reviewed. Various derivatives exhibit exciting potential as anti-cancer agents, anti-microbial agents and insecticides, e.g. against mosquito larvae. Tin dithiocarbamates have also proven useful as precursors for tin sulfide nanoparticles. There is a wealth of structural data available for such compounds and with the exception of the diorganotin bis(dithiocarbamate) compounds, R 2 Sn(S 2 CNR 2 ) 2 , compounds for which different structural motifs are evident, there is a certain degree of homogeneity in the molecular structures for each class of compound unless there are additional coordination sites on the R and/or R groups. Owing to the strong coordination potential of the dithiocarbamate ligand for tin, supramolecular aggregates involving secondary Sn· · ·S interactions are the exception rather than the norm.

In vitro antibacterial and time-kill evaluation of phosphanegold(I) dithiocarbamates, R3PAu[S2CN(iPr)CH2CH2OH] for R = Ph, Cy and Et, against a broad range of Gram-positive and Gram-negative bacteria

“…The motivation for the present study arose from recent observations of remarkable antimicrobial activities, specifically against Gram-positive bacteria, exhibited by related phosphanegold(I) thiocarbamate compounds, i.e. Ph 3 PAu[SC(OR)=N(tol-p)], for R = Me, Et and iPr [29], and by the knowledge that other metal dithiocarbamates have been reported to exhibit antimicrobial activity [30][31][32].…”

Antibody Oriented Immobilization on Gold using the Reaction between Carbon Disulfide and Amine Groups and Its Application in Immunosensing

“…15,18 If carboxylic functions are the terminal groups of SAMs, they can be used to covalently immobilize compounds with amine groups after an activation process, such as with N-hydroxysuccinimide (NHS) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC). 19,20 Dithiocarbamates (DTCs) which have been commonly used as chelating ligands in coordination chemistry monolayers 21 provide an alternative to alkanethiol SAMs for gold surface modification. 22,23 The major structural characteristic of DTC is the resonance structure among N−C−S 2 , including both the sulfur−carbon bond and the carbon−nitrogen bond due to the free electron pairs on the sulfur and nitrogen atoms.…”

Organotin(IV) carboxylates of cyclopropane carboxylic acid and 3‐cyclohexylpropanoic acid: synthesis, characterization and biological activity. The crystal structure of bis(cyclopropanecarboxylato) tetramethyldistannoxane

“…Two comprehensive reviews on the structural aspects of organotin carboxylates have been published. [8,9] Organotin carboxylates adopt structures, which are dependent on both the nature of the alkyl (or aryl) substituent bound to the tin atom and on the type of the carboxylate ligand. Crystallographic studies of the dicarboxylato tetraorganostannoxanes, of formula {[R 2 Sn(O 2 CR )] 2 O} 2 , have shown that there are at least five distinct types of structure known for them.…”