54006-28-9

Usage

Uses

Used in Coordination Chemistry:
[(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide is utilized as a ligand in coordination chemistry, where it plays a crucial role in the formation of coordination complexes. Its ability to form stable bonds with transition metal ions contributes to its significance in this field.
Used in Organic Synthesis:
[(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide is also employed as a reagent in organic synthesis, where it serves as a source of nucleophilic phosphorus. This characteristic makes it a valuable component in a wide array of chemical reactions and processes.
Used in Catalytic Processes:
[(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide is known for its involvement in catalytic processes, where it can enhance the efficiency and selectivity of various chemical transformations.
Overall, [(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide is an important and versatile chemical compound with a broad spectrum of applications in the field of chemistry, particularly in coordination chemistry, organic synthesis, and catalytic processes.

Upstream product

• 870196-78-4 tetrakis(dimethylamido)hafnium(IV) 
• 14633-92-2 bis(diphenylthiophosphoryl)methane 
• 19756-04-8 tetrakis(dimethylamido)zirconium (IV) 
• 603-35-0 triphenylphosphine 
• 1079-66-9 chloro-diphenylphosphine 
• 3878-45-3 triphenylphosphine sulfide 
• 13639-74-2 methyldiphenylphosphine sulfide 
• 2071-20-7 bis-diphenylphosphinomethane 
• 75-15-0 carbon disulfide 

Downstream Products

• 128844-75-7 {Ru2(CO)4(μ-O2CMe)2(η1-Ph2PCH2P(S)Ph2)2} 
• 128844-74-6 {Ru2(CO)4(μ-O2CMe)2(Ph2PCH2P(S)Ph2)}n 
• 128844-76-8 {Os2(CO)4(μ-O2CMe)2(η1-Ph2PCH2P(S)Ph2)2} 
• 113346-88-6 {(diphenylphosphinomethyl)diphenylphosphino sulphide}di-iodomercury(II) 
• 155941-55-2 {Rh(C₈H₁₂)((C₆H₅)2PCH₂PS(C₆H₅)2)}⁽¹⁺⁾*Cl^(1-)={Rh(C₈H₁₂)((C₆H₅)2PCH₂PS(C₆H₅)2)}Cl 
• 113346-87-5 dibromo((diphenylphosphinomethyl)diphenylphosphine sulphide)mercury(II) 
• 285547-32-2 cis-[Pt(η1-S-pyridine-2-thiolato)2(dppmPS)] 
• 253786-16-2 Ir(CO)I((C₆H₅)2PCH₂P(S)(C₆H₅)2) 
• 73395-68-3 methylenebis(diphenylphosphine) monoxide monosulfide 
• 1418221-23-4 C₂₅H₂₃⁽²⁾H₂BP₂S 
• 1418221-24-5 C₂₅H₂₅BP₂S 

Relevant academic research and scientific papers

Novel route to carbodiphosphoranes producing a new P,C,P pincer carbene ligand

The reaction of PdCl2, dppm and CS2 in CH 2Cl2/MeOH results in the palladium carbodiphosphorane complex [Pd(Ph2PCH2Ph2PCPPh2CH 2PPh2-P,C,P)Cl]Cl.

Instability of metal 1,3-benzodi(thiophosphinoyl)methandiide complexes: formation of hafnium, tin and zirconium complexes of 1,3-benzodi(thiophosphinoyl)thioketone dianionic ligand [1,3-C6H4(PhPS)2CS]2-

The reaction of [LCH2] (1, L = 1,3-C6H4(PhPS)2) and M(NMe2)4 (M = Hf, Zr) in toluene at 110°C afforded a mixture of group 4 metal complexes [{LC(S)}2M] [M = Hf (2), Zr (3)] and [1,3-C6H4(PhPS)(PhP)CH2]. The reactions appear to proceed through the formation of metal bis(carbene) complexes, [LC=M=CL], which then undergo an intermolecular sulphur transfer reaction with the P=S bond of [LCH2] to form 2 and 3, and the byproduct is [1,3-C6H4(PhPS)(PhP)CH2]. In addition, the reaction of 1, [CH2(PPh2S)2] (4) and M(NMe2)4 in refluxing toluene gave a mixture of [{LC(S)}M(NHMe2){C(PPh2S)2}] [M = Hf (5), Zr (6)], [1,3-C6H4(PhPS)(PhP)CH2] and [CH2(PPh2S)(PPh2)]. Moreover, the intermolecular sulfur transfer reaction is evidenced by the reaction of the tin(ii) 1,3-benzodi(thiophosphinoyl)methandiide complex [{μ-1,3-C6H4(PhPS)2C}Sn]2 (7) with two equivalents of elemental sulfur in CH2Cl2 at ambient temperature to give [{1,3-C6H4(PhPS)2CS}2Sn] (8). Compounds 2, 3, 5, 6, and 8 were characterized by NMR spectroscopy and X-ray crystallography.

Synthesis, Crystal and Electronic Structures of a Thiophosphinoyl- and Amino-Substituted Metallated Ylide

α-Metallated ylides have revealed themselves to be versatile reagents for the introduction of ylide groups. Herein, we report the synthesis of the thiophosphinoyl and piperidyl (Pip) substituted α-metallated ylide [Ph2(Pip)P=C?P(S)Ph2]M (M=Li, Na, K) through a four-step synthetic procedure starting from diphenylmethylphosphine sulfide. Metallation of the ylide intermediate was successfully accomplished with different alkali metal bases delivering the lithium, sodium and potassium salts, the latter isolable in high yields. Structure analyses of the lithium and potassium compounds in the solid state with and without crown ether revealed different aggregates (monomer, dimer and hexamer) with the metals coordinated by the thiophosphoryl moiety and ylidic carbon atom. Although the piperidyl group does not coordinate to the metal, it significantly contributes to the stability of the yldiide by charge delocalization through negative hyperconjugation.

Synthesis of Phosphine Chalcogenides Under Solvent-Free Conditions Using a Rotary Ball Mill

The mechanochemical technique of ball milling has been applied to the solventless and eco-friendly synthesis of chalcogenides (sulfide and selenide) of a variety of tertiary and aminophosphines. In most of the cases, the products are obtained in almost quantitative yields with high purity by applying a simple workup procedure without using chromatographic techniques or any other purification methods. The scope of this methodology was explored by using a range of phosphines (mono, di and tetra) to synthesize partial as well as mixed chalcogenides. The use of almost equimolar amounts of starting materials and the absence of any byproducts significantly simplifies the product isolation compared with the standard solution state reactions, thus providing a highly atom economic (100 %) method with an ideal E-factor (E = 0). The solid-state reactions were monitored by 31P{1H} NMR spectroscopy. The structures of some of the products are also confirmed by single-crystal X-ray analyses. Although most of the reactions were carried out on ca. 100-mg scale, the scaling up of the reaction did not affect the course of the reaction.

Synthesis of phosphorus(V)-stabilized geminal dianions. the cases of mixed P=X/PBH3 (X = S, O) and P=S/SiMe3 derivatives

The monodeprotonation of [CH2(PPh2BH 3)(PPh2=E)] (E = S (6), O (7)) afforded [CH(PPh 2BH3)(PPh2=E)]- (E = S (6 -), O (7-)), whose structures were confirmed by X-ray crystallography. The kinetics of the second deprotonation appeared to be crucial in efficient synthesis of the corresponding dianions. Thus, the double deprotonation of 6 only led to 62-; the analogous reaction with 7 was slower and resulted only in the partial formation of 72-. Double deprotonation of the compound [CH2(SiMe3)(PPh 2=S)] (8) also resulted in the partial formation of [C(SiMe 3)(PPh2=S)]2- (82-), whose structure was confirmed by X-ray crystallography. The rare monomeric Mg carbene compound [MgC(PPh2BH3)(PPh2=S)] (9) was obtained by the reaction of 6 with Mg(nBu)2. The X-ray structure of 9 is presented.

Mixed (P=S/P=O)-stabilized geminal dianion: Facile diastereoselective intramolecular C-H activations by a related ruthenium-carbene complex

A new unsymmetrical geminal dianion that contained both a phosphine oxide moiety and a phosphine sulfide moiety has been synthesized. Its reactivity towards RuII was explored, which led to the formation of a highly reactive carbene complex that evolved at room temperature to yield a kinetic orthometalated RuII complex through C-H activation of the phenyl group of the phosphine oxide moiety. This insertion was found to be thermally reversible and a second C-H insertion occurred at a phenyl group of the phosphine sulfide moiety to form the thermodynamic orthometalated Ru II complex in a diastereospecific manner. DFT calculations fully rationalized the experimental findings in terms of the relative energies of the kinetic and thermodynamic products and allowed the mechanism of this process to be fully understood.

Epimerization, diastereoselectivity and hemilability in dicationic chiral ruthenium complexes with bidentate (P∧S) bisphosphine monosulfide ligands

The binding of heterobidentate P∧S ligands introduces metal-centered chirality to the planar chiral parent complex Ru(η6:η1-NMe2C6H4C6H4PCy2)Cl2.

Chemistry of Unsymmetrical Phosphorus Ligands: Part I - Synthesis and Spectroscopic Properties of Adducts of Mercury(II) Halides with (Diphenylphosphinomethyl)diphenylphosphine Chalcogenides

Reactions of unsymmetrical phosphorus ligands, Ph2P(X)CH2PPh2 (X = S, Se) (L-L), with mercury(II) halides in ethanol or ethanol-chloroform mixture give 1:1 adducts of the type HgX2(L-L).The adducts have been characterized by elemental analysis, molar conductance, IR and far IR spectral data.The mass spectrum of one adduct has been also obtained.The adducts have been assigned tetrahedral structures.