4051-59-6Relevant academic research and scientific papers
Synthesis and Electrochemical Properties of 2,5-Disubstituted 1,4-Bis(4,5-diphenyl-1H-imidazol-2-yl)benzene Derivatives
Chugunov, D. B.,Klimaeva, L. A.,Okina, E. V.,Selivanova, Yu. M.,Timonina, A. S.
, p. 1222 - 1227 (2020)
Abstract: 2,5-Disubstituted 1,4-bis(4,5-diphenyl-1H-imidazol-2-yl)benzenes have been synthesized, and their electrochemical properties have been studied by cyclic voltammetry, in particular the effect of substituents on the redox characteristics has been examined. The reversible electrochemical redox transformation quinone–biradical of the title compounds occurs at positive potentials.
Synthesis and Electrochemical Properties of 2,5-Disubstituted Derivatives of 1,4-Bis(4,5-diphenylidimidazol-2-yl)benzene
Akhmatova, A. A.,Balandina, A. V.,Dolganov, A. V.,Gants, O. Yu.,Kostryukov, S. G.,Kozlov, A. Sh.,Lyukshin, Yu. I.,Pryanichnikova, M. K.,Timonina, A. S.,Yudina, A. D.,Zhirnova, V. O.
, p. 961 - 967 (2020/07/27)
Abstract: The data on the synthesis and electrochemical properties of 2,5-disubstituted derivatives of 1,4-bis(4,5-diphenyldimidazol-2-yl)benzene are reported. The effect of substituents on redox properties has been comprehensively investigated. The electrochemical reduction of quinones into the biradical occurs at positive potentials and is a result of two stages of single-electron transfer, through the stage of the monoradical formation. The correlation between the reduction potentials and the salts structure has been found.
Urea-Zinc Chloride Eutectic Mixture-Mediated One-Pot Synthesis of Imidazoles: Efficient and Ecofriendly Access to Trifenagrel
Higuera, Natalia López,Pe?a-Solórzano, Diana,Ochoa-Puentes, Cristian
supporting information, p. 225 - 229 (2019/01/14)
The low-melting mixture urea-ZnCl 2 was evaluated as a novel reaction medium for the synthesis of imidazoles. The reaction between a dicarbonyl compound, ammonium acetate, and an aromatic aldehyde is efficiently catalyzed by the eutectic solvent, yielding a wide variety of triaryl-1 H -imidazoles or 2-aryl-1 H -phenanthro[9,10- d ]imidazoles in good to excellent yields. In addition, the eutectic solvent was reused in five cycles without loss of its catalytic activity. This protocol was further explored for the synthesis of the drug trifenagrel, giving an excellent yield.
An eco-compatible pathway to the synthesis of mono and bis-multisubstituted imidazoles over novel reusable ionic liquids: An efficient and green sonochemical process
Ahmed Arafa, Wael Abdelgayed
, p. 16392 - 16399 (2018/05/22)
Novel and environmentally benign ionic liquids (ILs) comprised of DABCO were successfully synthesized. These ILs were used as robust catalysts for the sonochemical one pot multi-component synthetic route for the functionalized annulated imidazoles in water with excellent yields. The present protocol scored well in terms of yield economy as compared with the conventional procedures. The merits of the current green method include simplicity, applicability, broad functional groups tolerance, clean reaction profiles, and no tedious work-up and they give high-to-quantitative yields. From the environmental viewpoint, these eco-friendly green catalysts can be effortlessly retrieved and reused at least seven successive times without substantial loss in catalytic activity.
Synthesis and studies of electrochemical properties of lophine derivatives
Hariharasubramanian,Ravichandran, Y. Dominic
, p. 54740 - 54746 (2015/02/05)
A versatile series of lophine (2,4,5-triphenyl-1H-imidazole) derivatives (1-13) were synthesized and characterized using melting point investigation, Fourier transform infrared spectroscopy (FTIR), Liquid Chromatography-Mass Spectrometry (LC-MS), and sup
Study on the synthesis and structure-effect relationship of multi-aryl imidazoles with their fluorescence properties
Tian, Mi,Wang, Chao,Wang, Ligong,Luo, Kai,Zhao, An,Guo, Cancheng
, p. 540 - 548 (2014/07/22)
In this paper, 23 multi-aryl imidazole derivatives were synthesized and identified by nuclear magnetic resonance, ultraviolet-visible and elemental analysis. At the same time, their ultraviolet-visible maximum absorption (λabmax), fluorescence emission maximum (λemmax) and quantum yields (Cyrillic capital letter eff) were measured. The relationships between the optical behaviors and structures for these compounds were assessed. The results show that the λmaxab and λmax em are red-shifted and the fluorescence Cyrillic capital letter eff are increased by the introduction of electron-withdrawing substituents and the increase in the planarity of multi-aryl imidazole molecules. The results also showed that the fluorescence quantum yields of the compounds containing two imidazole nuclei are double the corresponding mono-imidazole nucleus compounds. Copyright
Highly efficient one-pot synthesis of trisubstituted imidazoles under catalyst-free conditions
Azizi, Najmadin,Dado, Nairreh,Amiri, Alireza Khajeh
experimental part, p. 195 - 198 (2012/03/07)
Operationally simple, atom economical, and scalable synthesis of 2,4,5-trisubstituted imidazoles from benzil, aldehydes, and ammonium acetate is shown to proceed readily in methanol with high yield. The scope of the reaction is quite broad; a variety of aromatic and aliphatic activated and unactivated aldehydes have all been shown to be viable substrates for this reaction. Excellent yields and purity were obtained by washing the products with hot ethanol.
Silica gel-mediated microwave-assisted efficient synthesis of highly substituted imidazoles and exploration of naked eye/colorimetric sensor for anions
Bhattacharyya, Pranabes,Medda, Arunima,Samanta, Anuva,Guchhait, Nikhil,Das, Asish R.
experimental part, p. 983 - 993 (2012/03/27)
Ammonium formate and silica gel have been found to be efficient reagent combination for an improved and very rapid one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles in excellent yields. Multicomponent condensation in the presence of solid support with operational simplicity, inexpensive reagents, high yield of products, tolerance of sensitive functionalities, use of non-hazardous and non-toxic reagents combination under solvent-less condition makes this synthetic protocol, an attractive one. Moreover, trisubstituted imidazole, 2-(4,5-diphenyl-1H-imidazol- 2-yl)-4-phenylazo-phenol or tetrasubstituted imidazole, 2-(4,5-diphenyl-1- thiazol-2-yl)-1H-imidazol-2-yl)-4-phenylazophenol have been found to be naked eye and colorimetric sensor for anions like F-, Cl-, CH3COO-, H2PO4- offering very high binding constant with F- ion (K = 1.39 × 10 4 M-1).
Phosphomolybdic acid catalyzed facile one-pot synthesis of 2,4,5-triaryl-1H-imidazoles from benzil and aromatic aldehydes
Jadhav, Siddheshwar D.,Kokare, Nagnnath D.,Jadhav, Sunil D.
experimental part, p. 1461 - 1464 (2009/04/07)
(Chemical Equation Presented) A facile one-pot synthesis of 2,4,5-triaryl-1H-imidazoles with better yields and shorter reaction time from the condensation of benzil, ammonium acetate and aromatic aldehydes using the catalyst phosphomolybdic acid is described.
Synthesis of 2,4,5-trisubstituted imidazoles catalyzed by [Hmim]HSO 4 as a powerful Broensted acidic ionic liquid
Khosropour, Ahmad R.
, p. 264 - 269 (2008/09/19)
An efficient and green procedure for the synthesis of 2,4,5-trisubstituted imidazoles with various aldehydes using a catalytic amount of 1-methylimidazolium hydrogenesulfate as an active and low cost Broensted acidic room temperature ionic liquid has been developed. The ionic liquid was easily separated from the reaction mixture and was recycled five times without any loss in activity.
