2360-29-4Relevant academic research and scientific papers
Synthesis of 1, 3-dihexyl-2-(phenylthio)-1H-benzo[d]imidazol-3-ium iodide - A new ionic liquid for dye sensitized solar cell applications
Ramkumar, Sekar,Upul Wijayantha, Kahagala-Gamage,Velayutham, David,Anandan, Sambandam
, p. 185 - 188 (2014)
A new ionic liquid (1, 3-dihexyl-2-(phenylthio)-1H-benzo[d]imidazol-3-ium iodide) was synthesized, characterized (experimentally and theoretically) and used as an electrolyte for dye-sensitized solar cells generating short-circuit photocurrent density (J
Chemoselective Chan-Lam Coupling Reactions between Benzimidazoline-2-thiones and Arylboronic Acids
Liu, Xing,Dong, Zhi-Bing
, p. 11524 - 11532 (2019/10/02)
An efficient Chan-Lam-type methodology for the selective synthesis of S-arylbenzimidazoles and N,S-diarylbenzimidazoles was developed. The selectivity was controlled by varying the amount of the catalyst Cu(OAc)2·H2O, temperature, an
Copper(II)-faciliated synthesis of substituted thioethers and 5-substituted 1H-tetrazoles: Experimental and theoretical studies
Layek, Samaresh,Agrahari, Bhumika,Dey, Shuvankar,Ganguly, Rakesh,Pathak, Devendra D.
, p. 194 - 206 (2019/06/24)
Benzoylhydrazine based Schiff base-ligated two new copper(II) complexes, [Cu(L1)2] (1) and [Cu(L2)2] (2) were synthesized by the reaction of Cu(CH3COO)2·H2O with respective Schiff base ligand 1-[(4-nitrophenyl)ethylidene] benzohydrazide (HL1) or 1-[(4-methoxyphenyl)ethylidene] benzohydrazide (HL2). Both complexes were isolated as greenish solid and fully characterized by elemental analysis, FT-IR, EPR, thermo-gravimetric (TG) analysis and Cyclic Voltammetry. The molecular structures of both complexes have also been determined by single crystal X-ray crystallography, which confirmed the coordination of Schiff base ligands through N, O donor atoms and distorted square planar geometry around the Cu(II) ion. Both complexes were found to be good homogeneous catalysts for the synthesis of a wide range of substituted thioethers and 5-substituted 1H-tetrazoles in 92% and 93% yield, respectively, at a low catalyst loading (0.5 mol%). The bond angles and distances, as discerned from the DFT calculations, commusurated with the experimental findings. The energy difference between the HOMO and the LUMO, calculated from DFT studies, was found to be 5.645 eV and 6.459 eV for complex 1 and complex 2, respectively. These results are in harmony with the observed higher catalytic activity of complex 1.
Visible-Light-Mediated Synthesis of Unsymmetrical Diaryl Sulfides via Oxidative Coupling of Arylhydrazine with Thiol
Kibriya, Golam,Mondal, Susmita,Hajra, Alakananda
supporting information, p. 7740 - 7743 (2018/12/14)
A metal-free visible-light-promoted oxidative coupling between thiols and arylhydrazines has been developed to afford diaryl sulfides using a catalytic amount of rose bengal as photocatalyst under aerobic conditions. A library of unsymmetrical diaryl sulfides with broad functionalities was synthesized in good yields at room temperature. The present methodology is also applicable to benzo[d]thiazole-2-thiols, benzo[d]oxazole-2-thiol, 1H-benzo[d]imidazole-2-thiols, and 1H-imidazole-2-thiol.
Ligand-Free CuI-Catalyzed Chemoselective S-Arylation of 2-Mercaptobenzimidazole with Aryl Iodides
Tan, Bryan Yong-Hao,Teo, Yong-Chua
supporting information, p. 2056 - 2060 (2018/09/18)
A practical and efficient strategy for the chemoselective C-S cross-coupling of 2-mercaptobenzimidazole derivatives with a range of substituted aryl iodides is described. Under the optimized conditions of 5 mol% CuI and 100 °C, a variety of S-arylated products were obtained in good to excellent yields (up to 92 %) without the need for assisting ligands.
The activity of magnesium/aluminum 'memory effect' reconstructed hydrotalcites in the microwave-assisted synthesis of 2-benzimidazolethiol and its alkylated derivatives
Cruz-Gonzalez, Deysi Y.,González-Olvera, Rodrigo,Angeles-Beltrán, Deyanira,Negrón-Silva, Guillermo E.,Santillan, Rosa
, p. 3281 - 3287 (2013/12/04)
An efficient and practical methodology for the microwave-assisted synthesis of 2-benzimidazolethiol from 1,2-benzenediamine and carbon disulfide using reconstructed hydrotalcite is described. The corresponding mono- and dialkylated derivatives of 2-benzimidazolethiol were obtained generally in good to excellent yields after short reaction times. Reconstructed hydrotalcite proved to be an efficient and reusable heterogeneous base for the alkylation reactions. Georg Thieme Verlag Stuttgart New York.
Heterogeneous magnetic catalyst for S-arylation reactions
Panda, Niranjan,Jena, Ashis Kumar,Mohapatra, Sasmita
experimental part, p. 258 - 264 (2012/08/28)
A convenient method for the synthesis of monodisperse, superparamagnetic copper ferrite (CuFe2O4) nanoparticles with high surface area has been described. The synthesized material was characterized by various techniques. XRD showed the nanocrystalline nature of CuFe2O 4 with a crystallite size of 6 nm. TEM analysis showed that uniform spherical CuFe2O4 particles are formed with a size of 55 ± 5 nm. N2 adsorption/desorption measurements confirmed the mesoporous nature of the sample with surface area >216 m2 g -1. The field dependent magnetization, illustrated by VSM and saturation magnetization was found to be 44 emu g-1. The catalytic applications of the synthesized CuFe2O4 nanoparticles were explored for the cross-coupling of thiols with diverse range of aryl halides. Aryl iodides and bromides result in biarylsulfides in good to excellent yields (62-98%) whereas aryl chlorides gave significant amount of diaryldisulfide. Scope of this catalytic protocol further extended to one-pot synthesis of biologically important tricyclic dibenzothiazepines. The superparamagnetic nature of CuFe2O4 nanoparticles was found to be advantageous for their easy, quick and quantitative separation from the reaction mixture. Negligible leaching of Cu and Fe in consecutive cycles makes the catalyst economical and environmentally benign.
S-arylation of mercaptobenzimidazoles using Cu(I) catalysts - Experimental and theoretical observations
Sekar, Ramkumar,Srinivasan, Marutheeswaran,Marcelis, Antonius T.M.,Sambandam, Anandan
experimental part, p. 3347 - 3352 (2011/06/28)
Substituted 2-mercaptobenzimidazoles (MBI) are an important class of bio-active and industrially important organic compounds. In this Letter, a new synthetic method is presented for the selective S-arylation of MBI with substituted aryl iodides using low
An efficient method to access 2-substituted benzimidazoles under solvent-free conditions
Lan, Ping,Romero, F. Anthony,Malcolm, Threshia S.,Stevens, Benjamin D.,Wodka, Dariusz,Makara, Gergely M.
, p. 1910 - 1914 (2008/09/19)
An expeditious method to access 2-substituted benzimidazoles was developed. Both aromatic (phenols, anilines, and thiophenols) and alkyl nucleophiles (amines and thiols) react with 2-methylsulfonyl benzimidazole under solvent-free conditions to generate a variety of 2-substituted benzimidazoles.
Unexpected reactivity of imidazo[2,1-b]thiazolines with organometallic reagents
Sisko, Joseph,Kassick, Andrew J.,Shetzline, Steven B.
, p. 2877 - 2880 (2007/10/03)
The reaction of imidazo[2,1-b]thiazolines with various organometallic reagents is described. Nucleophilic attack of organolithium reagents on sulfur occurs with extrusion of ethylene to produce 2-thioalkyl-or 2-thioarylimidazoles. The outcome with Grignar
