934815-73-3Relevant academic research and scientific papers
Synthesis and preliminary anticancer evaluation of new triazole bisphosphonate-based isoprenoid biosynthesis inhibitors
Legigan, Thibaut,Migianu-Griffoni, Evelyne,Redouane, Mohamed Abdenour,Descamps, Aurélie,Deschamp, Julia,Gager, Olivier,Monteil, Ma?lle,Barbault, Florent,Lecouvey, Marc
, (2021/02/12)
The synthesis of a new set of triazole bisphosphonates 8a-d and 9a-d presenting an alkyl or phenyl substituent at the C-4 or C-5 position of the triazole ring is described. These compounds have been evaluated for their antiproliferative activity against M
Highly Efficient and Stable Atomically Dispersed Cu Catalyst for Azide-Alkyne Cycloaddition Reaction
Ren, Peng,Li, Qinglin,Song, Tao,Wang, Zhaozhan,Motokura, Ken,Yang, Yong
, p. 3960 - 3966 (2021/07/21)
In this study, we report a highly stable and efficient single-atom Cu dispersed on N-doped porous carbon as a superior catalyst for azide-alkyne cycloaddition reaction. A broad set of 1,4-disubstituted 1,2,3-triazoles was synthesized in high to excellent
Acid-triggered interlayer sliding of two-dimensional copper(i)-organic frameworks: More metal sites for catalysis
Zhou, Hou-Gan,Xia, Ri-Qin,Zheng, Ji,Yuan, Daqiang,Ning, Guo-Hong,Li, Dan
, p. 6280 - 6286 (2021/05/19)
The interlay sliding of two-dimensional (2D) metal-organic and covalent-organic frameworks (MOFs and COFs) affects not only the layout features of the structures, but also the functional output of the materials. However, the control of interlay stacking is the major hurdle that needs to be overcome to construct new functional layer materials. Herein, we report the preparation of a pair of isostructural 2D copper(i) organic frameworks with an eclipsed AA stacking structure, namely JNM-3-AA, and a staggered ABC stacking topology, denoted JNM-3-ABC, by combining the chemistry of MOFs and COFs. The variation of interlayer stacking largely influences their functionality, including porosity (BET surface areas of 695.61 and 34.22 m2 g-1 for JNM-3-AA and JNM-3-ABC, respectively), chemical stability, and catalytic activities (less than 10% or ~86% yield using JNM-3-AA or JNM-3-ABC as catalysts for click reaction, respectively). More interestingly, the structure transformation from JNM-3-ABC to JNM-3-AA is readily achieved by simple addition of trifluoroacetic acid accompanied by the extension of porosities from BET surface areas of 34.22 to 441.22 m2 g-1, resulting in in situ acceleration of the adoption rate (removal efficiency increases from ~10 to 99.9%), which is rarely observed in 2D MOFs and COFs.
Highly efficient synthesis of silica-coated magnetic nanoparticles modified with iminodiacetic acid applied to synthesis of 1,2,3-triazoles
Godarzbod, Farideh,Mirjafary, Zohreh,Saeidian, Hamid,Rouhani, Morteza
, (2020/12/18)
Great efforts have been made to discover new catalysts to facilitate synthesis of organic fine chemicals. In this research, a new silica-coated magnetic nanoparticles functionalized by iminodiacetic acid (Fe3O4@SiO2@IDA) w
Preparation of an efficient catalyst through injection of CuI on modified poly (styrene-co-maleic anhydride) and theoretical investigation of the structural and electronic properties of catalyst
Heravi, Majid M.,Hosseinnejad, Tayebeh,Montazeri, Naser,Zeydi, Masoud Mohammadi,Zoghi, Rozita
, (2020/02/04)
A novel polymer supported [poly (styrene-co-maleic imide) (SMI)]Cu(I) nano-particles was prepared via in situ reaction of 4-amino-5-methyl-4H-1,2,4-triazole-3-thione with [poly (styrene-co-maleic anhydride)] (SMA) along with immobilization of CuI. These nano-particles were fully characterized by using scanning electron microscopy (SEM), energy dispersive spectroscopy analysis, Xray (EDAX), inductively coupled plasma (ICP) analysis, 1H NMR and FT-IR techniques. Moreover, the structural and electronic features of metal–ligand interactions in the complex model of polymer-supported copper nanocatalyst were assessed using density functional theory calculations. The catalytic activity of these supported Cu(I) nonoparticles was examined in one of the classiest name reaction so–called “click reaction” which is coined K. B Sharpless for the regioselective synthesis of 1,2,3-triazole derivatives using a multicomponent reaction (MCR) involving benzyl halides, sodium azide and terminal alkynes in water as a green solvent. This heterogeneous catalyst showed excellent catalytic activity and was separated by simple filtration and was used at least in five consecutive runs without a significant decrease in its activity.
Synthesis of copper catalysts for click chemistry from distillery wastewater using magnetically recoverable bionanoparticles
Kimber, Richard L.,Parmeggiani, Fabio,Joshi, Nimisha,Rakowski, Alexander M.,Haigh, Sarah J.,Turner, Nicholas J.,Lloyd, Jonathan R.
supporting information, p. 4020 - 4024 (2019/08/07)
Copper recovered from a whisky distillery waste stream is shown to be an effective catalyst for a range of azide-alkyne "click" reactions. Biogenic nanomagnetite (BNM), produced under mild conditions, was used to rapidly recover and subsequently support t
Dual roles of substituted thiourea as reductant and ligand in CuAAC reaction
Wang, Siyu,Jia, Kai,Cheng, Jiajia,Chen, Yu,Yuan, Yaofeng
supporting information, p. 3717 - 3721 (2017/09/01)
A highly efficient catalytic system, CuSO4·5H2O/1-(4-methoxyphenyl)-3-phenylthiourea, for the copper(I)-catalyzed azide–alkyne cycloaddition reaction (CuAAC) was discovered. In the above catalytic system, substituted thiourea acts both as a reductant and a ligand. CuSO4·5H2O/1-(4-methoxyphenyl)-3-phenylthiourea is both an economical and efficient catalyst for the CuAAC reaction. In addition, the new catalytic system has advantageous features including mild and green reaction conditions, and broad substrate compatibility. A variety of 1,4-disubstituted 1,2,3-triazoles have been prepared with good to excellent yields with the CuSO4·5H2O/1-(4-methoxyphenyl)-3-phenylthiourea catalytic system in aqueous solution.
Introducing the 4-Phenyl-1,2,3-Triazole Moiety as a Versatile Scaffold for the Development of Cytotoxic Ruthenium(II) and Osmium(II) Arene Cyclometalates
Riedl, Christoph A.,Flocke, Lea S.,Hejl, Michaela,Roller, Alexander,Klose, Matthias H. M.,Jakupec, Michael A.,Kandioller, Wolfgang,Keppler, Bernhard K.
supporting information, p. 528 - 541 (2017/01/13)
Herein we report the synthesis, anticancer potency in vitro, biomolecule interaction, and preliminary mode of action studies of a series of cyclometalated 1,2,3-triazole-derived ruthenium(II) (2a-e) and osmium(II) (3a-e) organometallics of the general for
CuI nanoparticles on modified poly(styrene-co-maleic anhydride) as an effective catalyst in regioselective synthesis of 1,2,3-triazoles via click reaction: a joint experimental and computational study
Baie Lashaki, Tahmineh,Oskooie, Hossein A.,Hosseinnejad, Tayebeh,Heravi, Majid M.
, p. 1815 - 1834 (2017/06/27)
In situ immobilization of CuI nanoparticles (NPs) on modified poly(styrene-co-maleic anhydride) [SMA] was achieved. Proper immobilization of CuI on the prepared support was confirmed by scanning electron microscopy (SEM), energy dispersive X-ray analysis
A New Simplified Protocol for Copper(I) Alkyne-Azide Cycloaddition Reactions Using Low Substoichiometric Amounts of Copper(II) Precatalysts in Methanol
Buckley, Benjamin R.,Figueres, Maria M. P.,Khan, Amna N.,Heaney, Harry
supporting information, p. 51 - 56 (2015/12/26)
Copper(II) carboxylates are reduced efficiently by methanol in the presence of alkynes and form yellow alkynylcopper(I) polymeric precatalysts that are involved with azides, in the absence of added ligands, in the catalytic cycles that result in the forma
