25283-83-4

Upstream product

• 77422-70-9 azidomethyl phenyl sulphide 
• 536-74-3 phenylacetylene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 

Downstream Products

• 1444636-54-7 C₂₁H₁₉ClN₃RuS⁽¹⁺⁾*F₆P^(1-) 

Relevant academic research and scientific papers

Aqueous 1,3-dipolar cycloadditions promoted by copper nanoparticles in polydiacetylene micelles

A novel colloidal catalyst was developed through the encapsulation of cuprous oxide nanoparticles in polydiacetylene micelles. The Cu-based catalyst was applied to the Huisgen cycloaddition reaction in fully aqueous medium. The process neither requires he

Tailor-Made Polydiacetylene Micelles for the Catalysis of 1,3-Dipolar Cycloadditions in Water

A colloidal catalyst was developed by complexation of copper chloride in polydiacetylene micelles. The latter were designed to accommodate and stabilize copper salts, by providing a suitable ligand environment. Micelles were valorized as nanoreactors for

Glycerol: A biorenewable solvent for base-free Cu(i)-catalyzed 1,3-dipolar cycloaddition of azides with terminal and 1-iodoalkynes. Highly efficient transformations and catalyst recycling

The combination of CuI and glycerol exhibits a versatile and high catalytic activity in the Huisgen cycloaddition of azides and terminal or 1-iodoalkynes under standard bench experimental conditions (room temperature, under air and in the absence of a bas

Catalyst activation with CpRhIII/IrIII-1,2,3- triazole-based organochalcogen ligand complexes: Transfer hydrogenation via loss of cp* and N -methylmorpholine N -oxide based Vs oppenauer-type oxidation

The reactions of 1-benzyl-4-((phenylthio/phenylseleno)methyl)-1H-1,2,3- triazole (L1/L2) and 4-phenyl-1-((phenylthio/phenylseleno)methyl)-1H-1,2,3- triazole (L3/L4), synthesized using the click reaction, with [(n 5-Cp)RhCl(U-Cl)]2 and [(n5-Cp)IrCl(U-Cl)] 2 at room temperature followed by treatment with NH 4PF6 result in complexes of the type [[(n 5-Cp)M(L)Cl] (1-8). Their HR-MS and 1H, 13C{1H}, and 77Se{1H} NMR spectra have been found characteristic. The single-crystal structures of 2, 3, and 6 have been established by X-ray crystallography. There is a pseudo-octahedral "piano-stool" disposition of donor atoms around Rh/Ir. In 1, 2, 5, and 6 N(3) of the triazole skeleton coordinates with Rh/Ir, whereas in the other four complexes the nitrogen involved is N(2). These complexes have been explored as catalysts for N-methylmorpholine N-oxide (NMO) based and Oppenauer-type oxidation of alcohols and transfer hydrogenation (TH) of carbonyl compounds with 2-propanol. Oppenauer type oxidation is somewhat slower than that based on NMO. The homogeneous nature of TH is supported by a poisoning test. The catalytic processes are more efficient with Rh complexes than the corresponding Ir complexes. The complexes having N(2) coordinated with the metal have shown better activity than those in which N(3) is involved in ligation. The reactivity with respect to ligands is in the order Se > S. In TH the species formed with loss of Cp* appears to be involved in catalysis with Rh as well as Ir complexes. Such a loss is noticed in the case of Rh for the first time. Generally results of DFT calculations are consistent with the experimental results.

Half-sandwich ruthenium(II) complexes of click generated 1,2,3-triazole based organosulfur/-selenium ligands: Structural and donor site dependent catalytic oxidation and transfer hydrogenation aspects

1-Benzyl-4-((phenylthio)-/(phenylseleno)methyl)-1H-1,2,3-triazole (L1/L2) and 4-phenyl-1-((phenylthio)-/(phenylseleno)methyl)-1H-1,2,3-triazole (L3/L4) synthesized using the click reaction have been reacted for the first time with [{(η6-C6H6)RuCl(μ-Cl)}2] and NH4PF6 to design the half-sandwich complexes [(η6-benzene)RuLCl]PF6 (1-4 for L = L1-L4), which have been characterized by single-crystal X-ray diffraction and explored for the catalytic oxidation of alcohols with N-methylmorpholine N-oxide (NMO) and transfer hydrogenation of ketones with 2-propanol. There is a pseudo-octahedral "piano-stool" disposition of donor atoms around Ru in 1-4. In 1 and 2, N(3) of the triazole skeleton coordinates with Ru, whereas in other complexes the nitrogen involved is N(2). The Ru-S and Ru-Se bond distances are 2.3847(11)/2.3893(10) and 2.497(5)/2.4859(9) A, respectively. The catalytic processes are more efficient with 3 and 4 (compared to 1 and 2), in which N(2) of the triazole is involved in coordination with Ru. The nature of the chalcogen and steric factors together also appear to affect the efficiency of complexes. HOMO-LUMO energy gaps are lower for 3 and 4 than for 1 and 2. The formation of RuIV=O species probably results in oxidation and transfer hydrogenation involves an intermediate containing Ru-H. Bond distances and angles based on DFT calculations are generally consistent with experimental values.

Copper on iron: Catalyst and scavenger for azide-alkyne cycloaddition

Dipolar cycloaddition of terminal alkynes and azides catalyzed by the Cu/Fe bimetallic system is reported. In the presence of a readily accessible nanosized copper source, the cycloaddition reaction can be easily achieved at ambient temperature with high

A highly efficient copper(i) catalyst for the 1,3-dipolar cycloaddition of azides with terminal and 1-iodoalkynes in water: Regioselective synthesis of 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles

A new water soluble Cu(i) complex that exhibits a versatile and high catalytic activity in the Huisgen cycloadditions of azides and terminal alkynes in aqueous media under mild conditions is the first well-defined Cu(i) catalyst that is active with 1-iodo

Highly active copper-catalysts for azide-alkyne cycloaddition

Bis-triphenylphosphano complexes of copper(i)-carboxylates serve as efficient catalysts for azide-alkyne cycloaddition. The triazole formation takes place straightforwardly at ambient temperature providing a wide variety of products with good yields in th

Ring-opening metathesis polymerization-derived, polymer-bound Cu-catalysts for click-chemistry and hydrosilylation reactions under micellar conditions

Ring-opening metathesis polymerization has been used for the synthesis of the amphiphilic block-copolymer poly(M1-co-M3)-b-poly(M2) from the hydrophilic monomer 5-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxymethyl}-7-oxabicyclo[2.2.1] hept-2-ene (M2), and the

The sequential Sonogashira-click reaction: A versatile route to 4-aryl-1,2,3-triazoles

Aryl halides can be easily transformed in a one-pot procedure into 4-aryl-1,2,3-triazoles with palladium/copper-catalyzed Sonogashira-click reaction sequence, using trimethylsilylacetylene as acetylene surrogate.