1803-18-5

Usage

Uses

Used in Pharmaceutical Production:
Triphenylstannanylium diethylcarbamodithioate is utilized as a catalyst in the synthesis of pharmaceuticals, contributing to the production of a wide range of medicinal compounds. Its ability to promote carbon-carbon bond formation is particularly valuable in the creation of complex organic molecules required for drug development.
Used in Agrochemical Production:
In the agrochemical industry, triphenylstannanylium diethylcarbamodithioate serves as a catalyst for the synthesis of various agrochemicals. Its role in facilitating carbon-carbon bond formation is essential in the production of compounds used in crop protection and other agricultural applications.
Used in Organic Synthesis:
Triphenylstannanylium diethylcarbamodithioate is employed as a catalyst in various organic reactions, aiding in the synthesis of a broad spectrum of organic compounds. Its utility in promoting carbon-carbon bond formation makes it a valuable tool in organic chemistry for creating new molecules and materials.
However, it is imperative to handle triphenylstannanylium diethylcarbamodithioate with care due to the potential environmental and health concerns associated with organotin compounds. Their toxicity and propensity for bioaccumulation necessitate proper safety measures during their use and disposal to mitigate any adverse effects.

Upstream product

• 148-18-5 sodium N,N-diethyldithiocarbamate 
• 900-95-8 triphenyltin acetate 
• 639-58-7 triphenyltin chloride 
• 3699-30-7 potassium diethyldithiocarbamate 

Relevant academic research and scientific papers

Synthesis of N,N-dialkyl dithiocarbamate triphenyltin(IV) and crystal structures of Ph3SnS2CN(C2H5)2 and Ph3SnS2CN(C5H10)

Eleven triphenyltin(IV) complexes with N,N-dialkyl dithiocarbamate ligands have been synthesized by the reaction of triphenyltin chloride with N,N-dialkyl dithiocarbamates and characterized by elemental analysis, UV, IR and 1H NMR. The crystal structures of Ph3SnS2CN(C2Hs)2 and Ph3SnS2CN(C5H10) have been determined by X-ray single crystal diffraction, their structures show a distorted trigonal bipyramidal configuration with five-coordination for the central tin atoms.

Stereochemical nonrigidity and ligand dynamics in hypervalent tin(IV) compounds. Heteronuclear NMR and crystallographic studies of triorganoyltin(IV) and diorganoyltin(IV) complexes with dithiolate ligands

Tin-119, phosphorus-31, and carbon-13 NMR data have been used to examine the effective coordination spheres in dichloromethane solution of a series of triorganoyl- and diorganoyltin(IV) dithiolate compounds R3Sn(S-S) (where R = Ph, Me) and R2Sn(S-S)2 (where R = Ph, Me, nBu, tBu) for S-S = S2CNEt2, S2COEt, and S2P(OEt)2 as well as diorganoyltin(IV) dithiolate halide complexes R2SnX(S-S) (R = Ph; X = Cl, Br; and R = Me, nBu, tBu; X = Cl). For R3Sn(S-S) compounds only dithiocarbamate (S-S = S2CNEt2) seems to behave as an actual bidentate sulfur ligand whereas for other systems intramolecular monodentate-bidentate dithiolate exchange is rapid at room temperature, with the equilibrium favoring bidentate sulfur coordination at low temperature for some systems. The effectiveness of dithiolates as chelate ligands becomes more evident in R2Sn(S-S)2 and in R2SnCl(S-S) derivatives. There is evidence that the dithiocarbamate ligand in Ph2SnCl(S2CNEt2) is bidentate and that the compound is five coordinate and stereochemically rigid in solution at -100°C. A comparison of solid-state and solution NMR data indicates that in solution the dithiocarbamate ligand acts as a bidentate sulfur donor in Me2Sn(S2CNEt2)2 but only as a monodentate donor in tBu2Sn(S2CNEt2)2. The crystal structure of tBu2Sn(S2CNEt2)2 has been determined and is almost identical to the known structure of Me2Sn(S2CNEt2)2. In the structure of tBu2Sn(S2CNEt2)2 the Sn-S bond lengths are asymmetric (2.5 and 2.9 A?), but the overall stereochemistry suggests that the role of the two sulfur atoms of each chelate may be easily interchanged, possibly through a pseudooctahedral intermediate having the chelates symmetrically displaced. There is no evidence for any steric stress resulting from the tBu groups, and consequently electronic influences are invoked to explain observed differences in stereochemical nonrigidity for various hypervalent tin(IV) systems in solution. The crystal structures of tBu2SnCl(S2CNEt2) and Ph2SnCl(S2CNEt2) have also been determined, and in each case there is asymmetric coordination by the sulfur atoms of the dithiolate ligand to tin.