24523-45-3Relevant academic research and scientific papers
A new multitalented azine ligand: Elastic bending, single-crystal-to-single-crystal transformation and a fluorescence turn-on Al(III) sensor
Saini, Anoop Kumar,Natarajan, Kaushik,Mobin, Shaikh M.
, p. 9870 - 9873 (2017)
We report a rare combination of two unique properties of an azine based ligand (H3L): in a solid-state crystalline material it shows highly flexible and elastic behavior which on triggering with light results in slight deviation with phase tran
Traceless Isoprenylation of Aldehydes via N-Boc-N-(1,1-dimethylallyl)hydrazones
Heerdegen, Desirée,Junker, Julia,Dittrich, Sebastian,Mayer, Peter,Bracher, Franz
, p. 3680 - 3687 (2020)
A short isoprenylation protocol starting from non-conjugated N-Boc-N-(1,1-dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]-sigmatropic rearrangement is catalysed by the Br?nsted acid triflimide and liberates only gaseous by-products. The required N-Boc-N-allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]-sigmatropic rearrangements are analysed.
Oxidized multiwalled nanotubes as efficient carbocatalyst for the general synthesis of azines
Agnoli, Stefano,Alemán, José,Blanco, Matías,Fraile, Alberto,Valle-Amores, Miguel A.
, p. 174 - 183 (2022/02/02)
The carbocatalytic synthesis of azines (N-N linked diimines) by mild-oxidized multiwalled carbon nanotubes catalyst (oxMWNT) is presented. The material, just with a 5 %wt. loading, is able to carry out a smooth room-temperature metal-free condensation of
Reduction over Condensation of Carbonyl Compounds through a Transient Hemiaminal Intermediate Using Hydrazine
Vilches-Herrera, Marcelo,Gallardo-Fuentes, Sebastián,Aravena-Opitz, Mauricio,Yá?ez-Sánchez, Mauricio,Jiao, Haijun,Holz, Jens,B?rner, Armin,Lühr, Susan
, p. 9213 - 9218 (2020/08/14)
Reduction of carbonyl moieties to the corresponding alcohol using simply hydrazine hydrate has been considerably unfeasible until now due to the well-known condensation reaction. However, herein, we report that using an excess of 20-fold equivalents, the reduction proceeds in excellent yields. 1H NMR study of the reaction and density functional theory (DFT) calculations indicate that the final fate of the hemiaminal intermediate is crucial to obtain the alcohol or the hydrazone.
Glucose:urea:NH4Cl low melting mixture for the synthesis of symmetric azines
Theresa, Letcy V.,Shaibuna,Sreekumar
, p. 3148 - 3160 (2019/09/03)
Alternate reaction media have become very important due to the problems created by the highly volatile nature of the solvents. The deep eutectic mixture is a kind of an alternate reaction medium which has emerged in recent years. Low melting mixtures were introduced by making the deep eutectic mixture more cost-effective and renewable by introducing carbohydrates into it. The properties of low melting mixtures include easiness to prepare, usage of low-cost components, biodegradability, solubility in water, easy separation from organic compounds, etc. The low melting mixtures such as glucose:urea:NH4Cl, glucose:ChCl, glucose:urea:ChCl, glycerol:urea:NH4Cl, and ethylene glycol:urea:NH4Cl were used in different ratios for the reactions. The properties such as viscosity, density, acidity, glass transition temperature, and thermal stability were studied. An unusual method for the synthesis of symmetrical azines is introduced wherein benzaldehyde and hydroxylamine are reacted in the presence of glucose:urea:NH4Cl. The method of synthesis needs only less reaction time, temperature and the product was easily separated. The products were confirmed using GC-MS and NMR techniques. The recyclability of glucose:urea:NH4Cl was studied.
Dihydrazone compound high in affinity with Abeta protein and Tau protein, derivative thereof, and applications of dihydrazone compound and derivative
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Paragraph 0029-0031; 0038-0040, (2019/05/15)
The invention provides a dihydrazone compound high in affinity with Abeta protein and Tau protein, a derivative thereof, and applications of the dihydrazone compound and the derivative. The structureof the dihydrazone compound is represented by formula I. The dihydrazone compound can be directly taken as a fluorescence probe used for detecting neurofibrillary tangles in vivo or in tissue samples;when the dihydrazone compound is adopted in nuclear medicine imaging, appropriate radioisotopes are needed for labeling. The dihydrazone compound is especially suitable to be used for diagnosis of neurodegenerative diseases, and diagnosis of patients with diseases with Abeta plaques including Alzheimer's disease.
Unusual synthesis of azines and their oxidative degradation to carboxylic acid using iodobenzene diacetate
Sumran, Garima,Aggarwal, Ranjana,Hooda, Mona,Sanz, Dionisia,Claramunt, Rosa M.
supporting information, p. 439 - 446 (2018/02/06)
Reaction of 3-hydrazonobutan-2-one oxime with aromatic aldehydes resulted in the formation of 1,2-bis(arylidene)hydrazine commonly referred as azine as an unexpected product, instead of expected product 3-(aryl)methylenehydrazonobutan-2-one oxime, which were subsequently oxidized to corresponding aromatic acids with an ecofriendly oxidizing agent iodobenzene diacetate. Azines and carboxylic acids were characterized by IR and NMR (1H, 13C, HMBC, and HMQC) studies.
Mononuclear half-sandwich iridium and rhodium complexes through C?H activation: Synthesis, characterization and catalytic activity
Yao, Zi-Jian,Li, Kuan,Li, Peng,Deng, Wei
, p. 208 - 216 (2017/07/05)
A series of mononuclear half-sandwich cyclometalated group 9 (Ir and Rh) metal complexes were synthesized in good yields through metal-mediated C?H bond activation. These air-stable C, N-chelate mode complexes have similar solid state structures. Both experimental results and DFT calculations confirmed that no binuclear complexes were generated in this reaction. The iridium complex 3a exhibited good catalytic activity for the reduction of both electron-rich and electron-poor aryl imines with low catalyst loading in the presence of formic acid/triethylamine (F/T) azeotropic mixture. All complexes were fully characterized by elemental analysis and IR and NMR spectroscopies. The structures of 1a, 1b, 2a, 3a and 4b (see chemical structure formula in Scheme 1 and Scheme 2) were further confirmed by single-crystal X-ray analysis.
Microwave-assisted synthesis of 1-hydrazinophosphonates via the reaction of aldazines with dialkyl phosphite
Kaboudin, Babak,Alipour, Soheil
experimental part, p. 304 - 308 (2012/07/27)
A simple, efficient, and novel method has been developed for the synthesis of 1-hydrazinophosphonic acids from aldazines. As described below, treatment of aldazines with diethyl phosphite gives the corresponding 1-hydrazinophosphonic acids in good yields. The reaction proceeds under microwave irradiation at 110°C and neutral condition without any additives such as base, acid, or catalyst. This method is easy, rapid, and gives good yields for the 1-hydrazinophosphonic acids.
Synthesis of azines in solid state: Reactivity of solid hydrazine with aldehydes and ketones
Lee, Byeongno,Hyung Lee, Kyu,Cho, Jaeheung,Nam, Wonwoo,Hur, Nam Hwi
supporting information; experimental part, p. 6386 - 6389 (2012/02/01)
Highly conjugated azines were prepared by solid state grinding of solid hydrazine and carbonyl compounds such as aldehydes and ketones, using a mortar and a pestle. Complete conversion to the azine product is generally achieved at room temperature within 24 h, without using solvents or additives. The solid-state reactions afford azines as the sole products with greater than 97% yield, producing only water and carbon dioxide as waste.
