25577-10-0

Upstream product

• 7681-65-4 copper(l) iodide 
• 603-35-0 triphenylphosphine 

Downstream Products

• 109333-83-7 bis(triphenylphosphoranylidene)ammonium {closo-3-(PPh₃)-3,1,2-CuC₂B₉H₁₁} 
• 109333-84-8 {closo-exo-4,8-((μ-H)2Cu(PPh3))-3-(PPh3)-3,1,2-CuC2B9H9} 
• 105945-05-9 (1,2,3,4,5-pentamethyl-2,4-cyclopentadiene-1-dithiocarboxylato-S⁽¹⁾,S⁽²⁾)bis(triphenylphosphine)copper 
• 98542-01-9 (Ph₃P)₃CuMn(CO)₅ 
• 84947-73-9 chlorobis(N-diphenylphosphoryl-triphenylphosphoranylidenimine)copper(I) 
• 176164-47-9 [CuCl(1,2-bis(diphenylphosphino)-1,2-dicarba-closo-dodecaborane)(PPh₃)] 
• 108171-33-1 (dimethyldithiocarbamoate-S,S')bis(triphenylphosphine-P) copper(I) 
• 14283-92-2 (dibutyldithiocarbamoate-S,S')bis(triphenylphosphine-P) copper(I) 
• 1428746-66-0 (3-hydroxy-3-(4-methoxyphenyl)-2-propenedithioate-S,S')bis(triphenylphosphine-P) copper(I) 
• 25263-83-6 bis(triphenylphosphine)copper(I) ethylxanthate 

Relevant academic research and scientific papers

Stable and Storable N(CF3)2 Transfer Reagents

Fluorinated groups are essential for drug design, agrochemicals, and materials science. The bis(trifluoromethyl)amino group is an example of a stable group that has a high potential. While the number of molecules containing perfluoroalkyl, perfluoroalkoxy, and other fluorinated groups is steadily increasing, examples with the N(CF3)2 group are rare. One reason is that transfer reagents are scarce and metal-based storable reagents are unknown. Herein, a set of CuI and AgI bis(trifluoromethyl)amido complexes stabilized by N- and P-donor ligands with unprecedented stability are presented. The complexes are stable solids that can even be manipulated in air for a short time. They are bis(trifluoromethyl)amination reagents as shown by nucleophilic substitution and Sandmeyer reactions. In addition to a series of benzylbis(trifluoromethyl)amines, 2-bis(trifluoromethyl)amino acetate was obtained, which, upon hydrolysis, gives the fluorinated amino acid N,N-bis(trifluoromethyl)glycine.

Isolation of OH-bridged Ag(i)/Cu(iii) and ion-pair Cu(i)/Cu(iii) trifluoromethyl complexes with monophosphines

Cu(iii)-CF3 complexes are important intermediates of both synthetic and mechanistic interest. This study describes the isolation, and spectroscopic and X-ray crystallographic characterization of CuIII-CF3 complexes 2-4 with typical monophosphine ligands PPh3 and Buchwald-type biarylmonophosphines. Distinct from the ion-pair [P2Cu(i)]+[Cu(iii)(CF3)4]? structures of 2 and 4 (P: PPh3 or SPhos), complex 3 exhibits a novel OH-bridged Ag(i)-Cu(iii) dinuclear structure with XPhos-coordinated linear Ag(i) and square planar Cu(iii) components. This is the first heterobimetallic Cu(iii)-CF3 complex confirmed by both solution-phase NMR spectroscopy and solid state X-ray crystal structure analysis. Complex 3 is found to have the LUMO orbital of major σ*(Cu-CF3) nature and electrophilic CF3 ligands. Accordingly, complex 3 is able to trifluoromethylate 2 equivalents of aryl boronic acids in up to quantitative yields, regardless of the inert or oxidative conditions. In contrast, the ion-pair complexes 2 and 4 show low reactivity. This study enriches the coordination and reactivity chemistry of Cu(iii)-CF3 compounds and shows the feasibility of modulation of structures and reactivity by ligand design, which may inspire future efforts on Cu(iii)-CF3 chemistry.

Synthesis and characterization of some copper(I) complexes formed by the insertion of carbon disulfide in L2CuCl (L = PPh3, AsPh3 and SbPh3)

Insertion reaction of carbon disulfide with bis(triphenyl phosphine), bis(triphenyl arsine) or bis(triphenyl stibine) copper(I) chloride in a mixed solvent of dichloromethane and ethanol results in the formation of new class of copper (I) complexes of the type [L2Cu(S2COEt)] (L = PPh3, AsPh3 and SbPh3). These three new complexes have been characterized by chemical analysis, DTA, TGA and infrared spectroscopic method. The molar conductances of these complexes are measured in dichloromethane (10-3 M) at room temperature.

Synthesis and characterization of bimetallic single-source precursors (Ph3P)2M(μ-SEt)2e(SEt)2 for MES2 chalcopyrite materials (M = Cu, Ag and E = In, Ga, Al)

We report the synthesis and characterization of I-III bimetallic complexes (Ph3P)2M(μ-SEt)2E(SEt)2 (M = Cu, Ag and E = In, Ga, Al), as well as (Ph3P)2M(μ-Cl)2ECl2 comp

Triphenylphosphine-Mediated Deoxygenative Reduction of CF3SO2Na and Its Application for Trifluoromethylthiolation of Aryl Iodides

We report herein a practical method for taming Langlois' reagent CF3SO2Na to generate CuSCF3 by a triphenylphospine-mediated deoxygenative reduction process. This chemistry highlights a novel utilization of the inherent CF3S skeleton of Langlois' reagent as a CF3S feedstock under mild conditions. The CuSCF3 intermediate generated by this protocol can react with a wide array of supporting ligands to furnish several air-stable [LCu(SCF3)] complexes as valuable trifluoromethylthiolating agents. In addition, the CuSCF3 intermediate can be directly employed for the trifluoromethylthiolation of (hetero)aryl iodides with operational simplicity and atomic efficiency. Efficient synthesis! A low cost method for the generation of CuSCF3 by a triphenylphospine-mediated deoxygenative reduction of Langlois' reagent (CF3SO2Na) has been developed (see scheme). This method can be applied for the convenient synthesis of a wide array of ligated and air-stable CuSCF3 complexes. Additionally, the CuSCF3 complexes generated in situ by this protocol were found to trifluoromethylthiolate (hetero)aryl iodides with high efficiency.

One-pot synthesis and characterization of chalcopyrite CuInS2 nanoparticles

We synthesized tetragonal chalcopyrite CuInS2 (CIS) nanoparticles from molecular single source precursors, (Ph3P) 2Cu-(μ-SEt)2In(SEt)2, by a one-pot reaction in the presence of 3-mercaptopropionic acid at reaction times of 3 hours or less with high yields. In our approach, NaCl as a by-product was used as a heat transfer agent via a conventional convective heating method. We tuned the sizes of nanoparticles through manipulation of the reaction temperature, reaction time, precursor, and thiol concentration. The sizes of nanoparticles from 1.8 nm to 5.2 nm were obtained as reaction temperatures were increased from 150 °C to 190 °C. The method developed in this study is scalable to achieve production of ultra-large quantities of tetragonal chalcopyrite CIS nanoparticles. The resulting nanoparticles were analyzed by UV-vis spectroscopy, X-ray diffraction, EDAX, and HRTEM.

Catalytic activity of dithioic acid copper complexes in the alkyne-azide cycloaddition

Diverse dithioic acid copper complexes exhibit a high catalytic activity in the copper-catalyzed alkyne-azide cycloaddition using several solvents under different temperatures, showing a high efficiency with only 0.005 mmol catalyst/mmol alkyne or less. A dithioic acid copper complex derived from acetophenone was selected and used as the catalyst in the preparation of a library of 1,4-disubstituted-1,2,3-triazoles. This process occurred in high yields and good functional group tolerance.

METHODS OF FORMING SINGLE SOURCE PRECURSORS, METHODS OF FORMING POLYMERIC SINGLE SOURCE PRECURSORS, AND SINGLE SOURCE PRECURSORS AND INTERMEDIATE PRODUCTS FORMED BY SUCH METHODS

Methods of forming single source precursors (SSPs) include forming intermediate products having the empirical formula ?{L2N(μ-X)2M′X2}2, and reacting MER with the intermediate products to form SSPs of the formula L2N(μ-ER)2M′(ER)2, wherein L is a Lewis base, M is a Group IA atom, N is a Group IB atom, M′ is a Group IIIB atom, each E is a Group VIB atom, each X is a Group VIIA atom or a nitrate group, and each R group is an alkyl, aryl, vinyl, (per)fluoro alkyl, (per)fluoro aryl, silane, or carbamato group. Methods of forming polymeric or copolymeric SSPs include reacting at least one of HE1R1E1H and MER with one or more substances having the empirical formula L2N(μ-ER)2M′(ER)2 or L2N(μ-X)2M′(X)2 to form a polymeric or copolymeric SSP. New SSPs and intermediate products are formed by such methods.

Stepwise introduction of thiolates in copper-indium binuclear complexes

We report the synthesis and characterization of copper-indium binuclear I-III complexes composing the series (Ph3P)2CuIn(SEt) xCl4-x (1-5; 0 ≤ x ≤ 4). Members of the series, which are prepared by variations in t

Synthesis, characterization and crystal structures of new 1,2,4-triazole based schiff-bases and their copper(I) complexes

The reaction of 4-amino-5-methyl-2H-1,2,4-triazole-3(4H)-thione (AMTT, 1) with 4-methoxy benzaldehyde and 3-methoxybenzaldehyde in methanol led to the iminic derivatives 4-(4-methoxybenzylideneamino)-5-methyl-2H-1,2,4-triazole- 3(4H)-thione (2, L1) and 4-(3-methoxybenzylideneamino)-5-methyl-2H-1,2,4- triazole-3(4H)-thione (3, L2). The reaction of the latter with [(PPh 3)2CuCl] in methanol solution gave the first Cu I complex of 3, [(PPh3)2CuCl(L2)] (4) and in chloroform solution the complex [(PPh3)2CuCl(L2)] ·2CHCl3 (5). All compounds were characterized by infrared spectroscopy, elemental analyses as well as by X-ray diffraction studies. Crystal data for 2 at -80°C: space group P21/ c with a = 1351.3(3), b = 399.4(1), c = 2225.2(5) pm, β = 96.50(2)°, Z = 4, R 1 = 0.0667, for 3 at -80°C: space group R3c with a = b = 3020.4(2), c = 708.2(1) pm, Z = 18, R1 = 0.0435, for 4 at -80°C: space group P21/c with a = 1427.8(1), b = 1129.0(1), c = 2622.8(2) pm, β = 97.19(1)°, Z = 4, R1 = 0.0517 and for 5 at -80°C: space group P1 with a = 1280.5(1), b = 1316.1(1), c = 1731.4(1) pm, α = 78.14(1)°, β = 86.06(1)°, γ = 64.69(1)°, Z = 2, R1 = 0.0525.