936-49-2Relevant articles and documents
Nucleophilic addition to 3-methyl-1-(4-nitrophenyl)-2-phenyl-4,5-dihydroimidazolium iodide
Xia,Tang,Zhou
, p. 1329 - 1331 (2000)
Reactions of the 1,2-diaryl 4,5-dihydroimidazolium, represented by 3-methyl-1-(4-nitrophenyl)-2-phenyl-4,5-dihydroimidazolium iodide 1, with ethylenediamine afforded a benzylidyne unit transferred product, 2-phenyl-2-imidazoline 2; a ring-opened adduct 4 was produced when excess ethylenediamine was used. Reactions of 1 with hydroxylamine, malononitrile, and nitromethane anions produced ring-opened products, 5, 7, and 8 respectively.
A cobalt coordination polymer from bulk to nanoscale crystals as heterogeneous catalysts for tandem reactions
Han, Suzhen,Wang, Wenjie,Lu, Guizhen,Wang, Di,Zhang, Ying-Ying,Shao, Zhichao,Huang, Chao
, (2021/04/23)
Constructing nanoscale coordination polymers (CPs) with different micro- or nanoscale morphologies and sizes is crucial for the functionalization of CPs-based heterogeneous catalysts. Herein, surfactant polyvinylpyrrolidone (PVP), surface-supported frameworks (filter paper or Ni foam), and Co-based CPs (1), [Co2(pdpa)(py)4(H2O)]n (H4pdpa ?= ?5,5’-(pentane-1,2-diyl)-bis(oxy)diisophthalic; py ?= ?pyridine)) were employed to develop highly ordered micro- or nanoscale CPs, achieving microscale 1a (without surface-supported framework) and nanoscale 1b-c (filter paper and Ni foam as surface-supported frameworks for 1b and 1c, respectively). Furthermore, the catalytic performance of nanoscale 1c with spheric particles for the tandem conversion reactions of aromatic nitriles and diamines into imidazoline or tetrahydropyrimidine frameworks was much more prominent than that of large scale 1, microscale 1a, and nanoscale 1b because of the easily accessible catalytic active sites in the nanoscale spheric particles, which offered a functionalizable platform for the tandem reactions by minimizing the diffusion distance but did little for their activity.
Visible Light-Promoted Aryl Azoline Formation over Mesoporous Organosilica as Heterogeneous Photocatalyst
Wei, Wenxin,Li, Run,Huber, Niklas,Kizilsavas, G?nül,Ferguson, Calum T. J.,Landfester, Katharina,Zhang, Kai A. I.
, p. 3410 - 3413 (2021/05/29)
N-heterocyclic compounds demonstrate wide applications ranging from natural compound production to coordination chemistry. Usually, the synthesis of N-heterocyclic compounds is conducted under thermal conditions, mostly by Lewis acids or metal-containing compounds as molecular catalysts. Here, we report a photocatalytic route for aryl azoline formation by mesoporous organosilica as visible light-active and heterogeneous photocatalyst. Via formation of aromatic aldehydes with various amines, 2-phenyl-2-imidazoline, 2-phenyl-2-oxazoline, 2-phenyl-2-thiazoline and their derivatives could be formed with high conversion and selectivity. Additionally, the organosilica photocatalyst showed high stability and reusability.
A 2 - phenyl imidazoline and pyromellitic anhydride adduct preparation method and application of (by machine translation)
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Paragraph 0039-0045, (2019/06/30)
The invention relates to a 2 - phenyl imidazoline and pyromellitic anhydride adduct of preparation method, steps are as follows: (1) synthesis of 2 - phenyl imidazoline; (2) the step (1) synthesis of 2 - phenyl imidazoline equimolar proportion of pyromellitic anhydride is added drop solution or suspended in the emulsion, to carry on the reaction to produce salt adduct, then through the centrifuge, cyclone drying, trap collection, to obtain 2 - phenyl imidazoline and pyromellitic anhydride adduct. This method not only in the final product containing organic amine functional groups, and also containing carboxylic acid functional group, the compound has imidazole catalytic curing function and the reaction of the carboxylic acid function, is mainly applied to the lusterless powder coating field, mainly plays the role of the elimination of gloss, can make the coating achieves a low gloss, or even completely matt artistic effect, and other general material it is difficult to meet such a requirement, it can be used as the epoxy resin curing agent, can also be used for other fields of the epoxy curing agent or catalyst. (by machine translation)
Green Synthesis of 2-Substituted Imidazolines using Hydrogen Peroxide Catalyzed by Tungstophosphoric Acid and Tetrabutylammonium Bromide in Water
Liu, Shuai,Li, Wang,Pang, Yiying,Xiao, Hesheng,Zhou, Yi,Wang, Xiaoji
, p. 998 - 1002 (2019/02/05)
Various 2-substituted imidazolines were constructed from aromatic aldehydes with ethylenediamine using hydrogen peroxide as an oxidant in water. Tungstophosphoric acid (HPW) was found to be active for this transformation due to its ubiquitous catalytic and oxidative nature, and further combination of tetrabutylammonium bromide (TBAB) made this transformation more efficient and attractive. It was found that the yields of the corresponding 2-substituted imidazolines were markedly influenced by the position and nature of the substituents on the phenyl ring. A plausible mechanism was also proposed to clarify this catalytic oxidative system.
A novel ternary GO@SiO2-HPW nanocomposite as an efficient heterogeneous catalyst for the synthesis of benzazoles in aqueous media
Habibzadeh, Setareh,Firouzzadeh Pasha, Ghasem,Tajbakhsh, Mahmood,Amiri Andi, Nasim,Alaee, Ehsan
, p. 934 - 944 (2019/06/13)
A new solid acid catalyst, consisting of 12-phosphotungstic heteropoly acid (HPW) supported on graphene oxide/silica nanocomposite (GO@SiO2), has been developed via immobilizing HPW onto an amine-functionalized GO/SiO2 surface through coordination interaction (GO@SiO2-HPW). The GO@SiO2-HPW nanocomposite was characterized by Fourier transform infrared (FT-IR) spectroscopy, thermogravimetric analysis (TGA), scanning electron microscopy (SEM), and powder X-ray diffraction (XRD). The prepared nanocomposite could be dispersed homogeneously in water and further used as a heterogeneous, reusable, and efficient catalyst for the synthesis of benzimidazoles and benzothiazoles by the reaction of 1,2-phenelynediamine or 2-aminothiophenol with different aldehydes.
Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines
Aksenov, Alexander V.,Aksenov, Nicolai A.,Arutiunov, Nikolai A.,Malyuga, Vladimir V.,Ovcharov, Sergey N.,Rubin, Michael
, p. 39458 - 39465 (2019/12/14)
A novel synthetic methodology for the assembly of imidazolines via an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid is described. In contrast to the related highly efficient preparation of benzimidazoles from aromatic amines, this process represents a major synthetic challenge and for a long time was elusive. Analysis of the method limitations is provided.
Cu(II) immobilized on Fe3O4@Agarose nanomagnetic catalyst functionalized with ethanolamine phosphate–salicylaldehyde schiff base: A magnetically reusable nanocatalyst for preparation of 2-substituted imidazolines, oxazolines, and thiazolines
Zarei, Zeinab,Akhlaghinia, Batool
, p. 170 - 191 (2018/02/17)
Herein we synthesized Cu(II) immobilized on Fe 3 O 4 @Agarose functionalized with ethanolamine phosphate–salicylaldehyde Schiff base (Fe 3 O 4 @Agarose/SAEPH 2 /Cu(II)) as a new and cost-effective nanomagnetic catalyst. The nanomagnetic catalyst was characterized by FT- IR, XRD, VSM, SEM- EDX, TEM, TGA, and ICP techniques and it was found that the particles were about 9–25 nm in size and spherical with entrapment of the Fe 3 O 4 particles in the hollow pore structure of the agarose. The prepared nanomagnetic catalyst showed excellent activity for preparation of 2-substituted imidazolines, oxazolines, and thiazolines. The catalyst is easy to prepare and exhibits higher catalytic activity than some commercially available copper sources. More importantly, this nanomagnetic catalyst can be easily recovered by using a permanent magnet and reused for at least seven cycles without significant deactivation.
Synthesis of tetrazoles, triazoles, and imidazolines catalyzed by magnetic silica spheres grafted acid
Jiang, Ruihang,Sun, Hong-Bin,Li, Shuang,Zhan, Kun,Zhou, Junjie,Liu, Lei,Zhang, Kai,Liang, Qionglin,Chen, Zhangpei
supporting information, p. 2652 - 2662 (2018/11/26)
The magnetically separable catalysts are used in the synthesis of N-containing heterocycles, including tetrazoles, triazoles, and imidazolines. The magnetic silica sphere grafted sulfonic acid (MSS-SO3H) is suitable for the synthesis of 1,2,3-triazole via the cycloaddition of nitroalkene with NaN3, whereas the zinc-modified silica sphere catalyst (MSS-SO3Zn) is more suitable for the synthesis of tetrazoles. The MSS-SO3Zn catalyst also works well for the synthesis of 2-substituted imidazoline via the condensation of nitriles with ethylenediamine. Both of the MSS-SO3H and MSS-SO3Zn catalysts can be recovered easily by a magnet, and they can be reused without further tedious activation.
Synthesis of novel C-2 substituted imidazoline derivatives having the norbornene/dibenzobarrelene skeletons
?apan, Irfan,Servi, Süleyman
supporting information, p. 131 - 142 (2018/10/26)
Novel imidazoline derivatives were synthesized from the norbornene and dibenzobarrelene skeletons which were obtained by the Diels-Alder reactions of anthracene and cyclopentadiene with the different dienophiles, such as fumaronitrile and fumaric acid. Synthesis of the C-2 substituted imidazolines was performed with high yields from various dinitriles and diacyl dichlorides.
