622-37-7Relevant articles and documents
Hybrid Pyrazolyl-1,2,3-Triazolyl Tripodal Tetraamine Ligands: Click Synthesis and Cobalt(III) Complexes
Cubanski, John R.,Reish, Matthew E.,Blackman, Allan G.,Steel, Peter J.,Gordon, Keith C.,McMorran, David A.,Crowley, James D.
, p. 1160 - 1170 (2015)
A family of tripodal tetraamine ligands incorporating two pyrazolyl and one 1,2,3-triazolyl donor arm have been synthesized in modest-to-excellent yields (42-90%) using the copper(i)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. Mono-, bis-, and tris-tripodal ligand scaffolds were readily generated using this method. The coordination chemistry of the ligands with cobalt(iii) ions has been studied, and cobalt(iii) carbonato complexes of the ligands have been isolated and characterized spectroscopically and crystallographically. X-ray crystallography and NMR spectroscopy of the mono-metallic complexes showed that racemic mixtures of the cis-isomer are formed selectively. The di- and tri-metallic systems could not be crystallized, but NMR spectroscopy indicates that these compounds were isolated as mixtures of stereoisomers.
A simple copper-catalysed tandem cyclisation of ynamides leading to triazolo-1,2,4-benzothiadiazine-1,1-dioxides in PEG-400 medium
Reddy, Alla Siva,Reddy, M. Nagarjuna,Swamy, K. C. Kumara
, p. 28359 - 28367 (2014)
An efficient one-pot approach for the synthesis of fused triazolo 1,2,4-benzothiadiazine-1,1-dioxide derivatives from functionalised ynamides and sodium azide in the presence of CuI using PEG-400 as the medium is described. The cyclisation process involves intermolecular C-N bond formation and subsequent cycloaddition between ynamide and azide. Thus three new C-N bonds are formed in a single step. It is also demonstrated that the triazole ring in triazolo-1,2,4-benzothiadiazine-1,1-dioxide can be readily decyclised in the presence of glacial acetic acid with the elimination of molecular nitrogen.
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Ito
, p. 635 (1966)
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Homogeneous catalyst containing Pd in the reduction of aryl azides to primary amines
Aydinli, E.,Cantopcu, E.,Goksu, H.
, (2022/03/17)
Abstract: Commercially available dichloro[2,2′-bis(diphenylphosphino)-1,1′-binaphthyl]palladium(II) (BINAP.PdCl2) homogeneous catalyst was used for the reduction of aryl azides to primary amines. The reactions were carried out in water and yields above 95% were obtained in a short time. Sodium borohydride was used as the reducing reagent. A number of aryl azide derivatives have been converted into primary amines, thanks to the hydrogen gas released by sodium borohydride with the help of water and catalyst. Graphical Abstract: [Figure not available: see fulltext.] Synopsis Commercially available dichloro[2,2′-bis(diphenylphosphino)-1,1′-binaphthyl]palladium(II) (BINAP.PdCl2) homogeneous catalyst was used for the reduction of aryl azides to primary amines. The reactions were carried out in water and yields above 95% were obtained in a short time. Sodium borohydride was used as the reducing reagent. A number of aryl azide derivatives have been converted into primary amines, thanks to the hydrogen gas released by sodium borohydride with the help of water and catalyst.
Immobilization of vitamin B1 on the magnetic dialdehyde starch as an efficient carbene-type support for the copper complexation and its catalytic activity examination
Abbaspour, M.,Mohammadi Ziarani, G.,Rafiee, F.
, (2021/11/16)
Since the starch biopolymer is an available and inexpensive matrix with modifiable functionality and stabilization capability for metal ions, in this report, we oxidized it to dialdehyde form for the further functionalization with vitamin B1 as a green σ-donor and π-acceptor carbene type ligand. Immobilization of vitamin B1 on this biopolymer was done through imine bond formation between NH2 groups of aminopyrimidine segment of vitamin B1 and aldehyde functional groups of starch oxide. Thiazolium heterocycle part in this biomolecule provided a carbene type precursor for the metal complexation. After the magnetization process by using of Fe3O4 nanoparticles that lead to quick and facile magnetic separation and metal catalyst recycling, copper ions immobilized on the magnetic support (5.9 wt% Cu, 0.93 mmol/g). The prepared copper N-heterocyclic carbene complex (Fe3O4@DAS@VB1@CuCl nanocomposite) was characterized by FT-IR, SEM, EDX, XRD, VSM, TGA and ICP-OES analysis and then its catalytic activity investigated in azidonation of arylboronic acids and also one-pot coupling reaction of the synthesized aryl azides with phenylacetylene. 1,4-Diaryl 1,2,3-triazoles were obtained in excellent yields (≥90%) at proper reaction times (30–200 min). The magnetic catalyst was recovered by a magnetic field and reused in azidation reaction up to 7 cycle.