7332-00-5Relevant academic research and scientific papers
Synthesis of 1,2,3-triazolium ionic liquid-supported chiral imidazolidinones and their application in asymmetric alkylation reaction
Jeong, Yunkyung,Park, Yunjeong,Ryu, Jae-Sang
, (2019)
New 1,2,3-triazolium ionic liquid-supported chiral imidazolidinones were developed. The feasibility of the ionic liquid-supported imidazolidinones as chiral auxiliaries was demonstrated in sequential propionylation-alkylation-cleavage reactions, which provided the chiral product with good to excellent chemical yields (up to 90%) and high selectivities (up to 94% ee). The progress of the reactions could be monitored by TLC and NMR, and the ionic liquid-supported chiral auxiliaries could be recovered by simple extraction.
Manganese complexes with chelating and bridging di-triazolylidene ligands: synthesis and reactivity
Fri?es, Sofia,Realista, Sara,Gomes, Clara S. B.,Martinho, Paulo N.,Veiros, Luis F.,Albrecht, Martin,Royo, Beatriz
, p. 5911 - 5920 (2021)
New manganese complexes bearing di-triazolylidene (di-trz) ligands are described. Depending on the wingtip substituents of the triazolylidene ligand and the synthetic procedure, two different ligand coordination modes were observed,i.e, bridging and chelating. A series of Mn(i) complexes of the general typefac-[Mn(di-trzR)(CO)3Br] (R = Me, Et, Mes) with a chelating di-trz ligand were preparedviaAg-transmetalation. In contrast, thein situdeprotonation of the triazolium salts with KOButyielded the bimetallic Mn(0) complexes [Mn2(CO)8(μ-di-trzR)] with a bridging di-trz ligand when short alkyl chains (Me, Et, i-Pr) are present as the N1 substituents of the triazolylidene ligand. The molecular structures of monometallic and bimetallic complexes were determined by X-ray diffraction studies. In addition, the cationicfac-[Mn(di-trzEt)(CO)2(PPh3)2]Br complex, a rare example of a dicarbonyl Mn(i) N-heterocyclic carbene, was obtained whenfac-[Mn(di-trzEt)(CO)3Br] was irradiated with visible light in the presence of PPh3. The crystal structure revealed a slightly distorted octahedral geometry around the Mn(i) centre, with the chelating di-triazolylidene ligand situated intransposition to the two CO ligands in the equatorial plane, and the two phosphine ligands occupying the axial positions. Cyclic voltammetry studies show reversible redox processes for the monometallic Mn(i) complexes, and a quasi-reversible EC mechanism for the oxidation of the bimetallic complexes. Infrared spectroelectrochemical studies along with DFT calculations forfac-[Mn(di-trzEt)(CO)3Br] suggest that the observed two consecutive reductions both occur at the metal centre.
SUBSTITUENT EFFECTS ON PHYSICAL PROPERTIES OF AZOLE BASED IONIC LIQUIDS
Kitaoka, Satoshi,Nishinaka, Shinnosuke,Nobuoka, Kaoru
, p. 275 - 287 (2022/02/16)
We investigated the effect of the substituents on the physical properties of azole based ionic liquids, such as melting point and viscosity. The introduction of electron-withdrawing groups to azolate anions and electron-donating groups to azolium cations delocalized the charge of anion or cation, and reduced the viscosity and melting point of the ionic liquids. The charge of the azolium cations and the azolate anions are distributed not only on the azole ring but also on the substituents. The decrease in the charge density of anions and cations in ionic liquids weakens the interaction between the anions and the cations, resulting in a decrease in the viscosity of the ionic liquids. Such a method of delocalizing the anion and cation charges of triazole-based ionic liquids by introduction of the substituents can be applied to reduce the viscosity of various ionic liquids as reaction medium and electrolytes.
NITRIFICATION INHIBITORS
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Page/Page column 35-38, (2021/03/13)
The present invention generally relates to nitrification inhibitors and compositions comprising nitrification inhibitors. The present invention also relates to use of the nitrification inhibitors and compositions for application to fertilisers, plants, agricultural areas (e.g. soils or pastures) to reduce or inhibit the oxidation of ammonium nitrogen to nitrite and nitrate nitrogen, such as the oxidation of ammonia- or urea-based fertilisers.
Design, Synthesis, Radiosynthesis and Biological Evaluation of Fenretinide Analogues as Anticancer and Metabolic Syndrome-Preventive Agents
Patruno, Ilaria,Thompson, Dawn,Dall'Angelo, Sergio,Windhorst, Albert D.,Vugts, Danielle J.,Poot, Alex J.,Mody, Nimesh,Zanda, Matteo
, p. 1579 - 1590 (2020/07/13)
Fenretinide (4-HPR) is a synthetic derivative of all-trans-retinoic acid (ATRA) characterised by improved therapeutic properties and toxicological profile relative to ATRA. 4-HPR has been mostly investigated as an anti-cancer agent, but recent studies sho
Furfuryl Cation Induced Three-Component Reaction to Synthesize Triazole-Substituted Thioesters
Zhong, Ying,Xu, Xiaoming,Xing, Qingzhao,Yang, Song,Gou, Jing,Gao, Ziwei,Yu, Binxun
supporting information, p. 3251 - 3256 (2020/05/25)
A furfuryl cation induced three-component thioesterification reaction between thiols, 5-bromo-2-furylcarbinols and azides is reported. This metal-free method relies on the acetyl chloride/HFIP-mediated cascade formal [3+2] cycloaddition/ring-opening/thioesterification, which allows the efficient construction of a series of complex triazole-thioesters linked with an (Z)-olefin. Selenols are also suitable for this strategy. Further derivatization of thioesters highlighted the potential utility of our method.
PEG-DIL-based MnCl42?: A novel phase transfer catalyst for nucleophilic substitution reactions of benzyl halides
Goodajdar, Bijan Mombeni,Akbari, Farideh,Davarpanah, Jamal
, (2019/01/04)
Poly(ethylene glycol) dicationic ionic liquid-based MnCl42? was prepared by nucleophilic substitution of poly(ethylene glycol) dichloride with methylimidazole followed by reaction with MnCl2. The structural properties of the catalyst were systematically investigated using Fourier transform infrared, UV–visible and Raman spectra and thermogravimetric analysis. The application of this catalyst allows the synthesis of a variety of benzyl thiocyanates and azides in high yield under reflux conditions in water. The main advantages of this method are its easy nature, rapidity, environmental benignity and high yields.
MANUFACTURING METHOD OF AZIDO-TRIAZOLE COMPOUND AND PROPELLANT COMPOSITION FOR GAS GENERATOR
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Paragraph 0035; 0130-0133, (2019/10/16)
The present invention relates to an azido-triazole compound producing method and a propellant composition for generating gas including an azido-triazole compound produced by the same. The azido-triazole compound producing method includes: a step of synthesizing a compound represented in chemical formula 1 into an azido compound represented in chemical formula 2; a step of synthesizing the azido compound into a cyclic triazole compound represented in chemical formula 4 by making the azido compound react with the compound represented in chemical formula 3; and a step of making the cyclic triazole compound react and synthesizing the same into the azido-triazole compound represented in chemical formula 5. The details of chemical formulas 1 to 5 are as defined in the specification. An azido-triazole compound produced by the present invention is not easily decomposed by acid and heat.COPYRIGHT KIPO 2019
Reactions of α-haloacroleins with azides: Highly regioselective synthesis of formyl triazoles
Zhang, Dongsheng,Fan, Yingzhu,Yan, Zhongliang,Nie, Yi,Xiong, Xingquan,Gao, Lizhu
supporting information, p. 4211 - 4216 (2019/08/07)
A general metal-free route to 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles was developed. α-Haloacroleins reacted with organic azides in a DMSO/H2O mixture solvent at room temperature to produce 1,4-disubstituted triazoles (up to 99%) with exclusive regioselectivities. This protocol is convenient and scalable with a broad substrate scope including aliphatic and aromatic azides. The resulting triazoles exhibited an aldehyde group at the C4 position and demonstrated synthetic utilizations. One 1,2,3-triazole compound containing diastereotopic protons was also identified.
Dimeric palladium 1,2,3-triazol-5-ylidene complexes-synthesis, structure, reactivity and catalytic properties in Suzuki coupling
Lorkowski, Jan,Zak, Patrycja,Kubicki, Maciej,Pietraszuk, Cezary,J?drzkiewicz, Dawid,Ejfler, Jolanta
supporting information, p. 10134 - 10141 (2018/06/18)
New dimeric palladium 1,2,3-triazol-5-ylidene complexes of the general formula [{Pd(μ-Cl)Cl(tzNHC)}2] (tzNHC = 1-mesityl-3-methyl-4-phenyl-1H-1,2,3-triazol-5-ylidene; 1-hexyl-3-methyl-4-phenyl-1H-1,2,3-triazol-5-ylidene and 1-butyl-3-methyl-4-phenyl-1H-1,2,3-triazol-5-ylidene) were synthesized and characterized by spectroscopic methods, X-ray analysis and DFT calculations. For the mesityl substituted complex, the crystallographic structures of both the cisoidal and transoidal isomer were obtained. In the presence of an excess of 4-tolylboronic acid, the loss of the tzNHC ligand from the palladium coordination sphere as a 5-tolyltriazolium salt was observed. The complexes are precursors of palladium species catalytically active in the coupling of arylboronic acids with aryl bromides.
