7035-68-9Relevant academic research and scientific papers
Preparation and characterization of two bronsted acid ionic liquids
Chen, Shuanhu,Wang, Mingtian,Wang, Fei,Yang, Fenrong,Shi, Suqing,Wang, Nani
, p. 1027 - 1031 (2011)
Two Bronsted acid task specific ionic liquids based on the benizimidazolium cation (1-ethylbenzimidazolium tetrafluoroborate {[H-eBim]BF4 (1)} and 1-propylbenzimidazolium tetrafluoroborate {[H-pBim]BF4 (2)}) were synthesized and characterized. The crystal of 1 is in orthorhombic system with space group Pnma, and the unit cell parameters as follows: a = 9.9308(16), b = 6.8813(11), c = 15.345(3) A, V = 1048.6(3) A3, Z = 4, Dc = 1.482 g/cm3. Structure 2 crystallizes in the monoclinic space group P21/c, with unit cell a = 4.9688(14), b = 13.684(4), c = 17.295(5) A, β = 92.090(6)°, V = 1175.2(6) A3, Z = 4, Dc = 1.402 g/cm3. These molecules are stabilized in solid state by various intra and intermolecular hydrogen bonding interactions to give polymeric structures.
Incorporation of benzimidazolium ionic liquid in proton exchange membranes ABPBI-H3PO4
Hernández Carrillo, Rubí,Suarez-Guevara, Jullieth,Torres-González, Luis Carlos,Gómez-Romero, Pedro,Sánchez, Eduardo M.
, p. 115 - 120 (2013)
This paper presents the development of proton exchange membranes (PEM) from the incorporation of poly (2,5-benzimidazole) (ABPBI) in phosphoric acid (H3PO4) and ionic liquid (IL) 1-butyl-3- ethylbenzimidazolium dihydrogen phosphate (BEBzIm-H2PO4). We show structural, physicochemical and electrochemical characterization of synthesized IL and prepared membranes. The addition of IL in composite membranes of ABPBI-H3PO4 increases thermal stability. Also, the conductivity of membranes increases with temperature and the amount of absorbed mixture. Conductivity at a range of 10- 4 S/cm was achieved at 150 C by 50% IL and 50% phosphoric acid impregnation. This conducting composite membrane shows promise for operation in temperature proton exchange membrane fuel cells at working temperatures up to 100 C.
N-Heterocyclic carbene copper(i), mercury(ii) and silver(i) complexes containing durene linker: Synthesis and structural studies
Liu, Qing-Xiang,Chen, Ai-Hui,Zhao, Xiao-Jun,Zang, Yan,Wu, Xiu-Mei,Wang, Xiu-Guang,Guo, Jian-Hua
, p. 293 - 305 (2011)
The dibenzimidazolium salts bis[N-(alkyl)benzimidazoliumylmethyl] durene·2X (1a: alkyl = C2H5, X = Br; 1b: alkyl = C2H5, X = PF6; 1c: alkyl = n-C 3H7, X = Cl; 1d: alkyl = n-Csub
1D coordination polymers of silver(I) and copper(II) based on bis(N-heterocyclic carbene) ligands: Synthesis and structural studies
Liu, Qing-Xiang,Shi, Meng-Chao,Wang, Zhi-Qiang,Liu, Shu-Wen,Ge, Shu-Sheng,Zang, Yan,Wang, Xiu-Guang,Guo, Jian-Hua
, p. 2121 - 2126 (2010)
The alkyl chain-linked diimidazolium (or dibenzimidazolium) salts, 1,1′-diethyl-4,4′-tetramethylene-diimidazolium-diiodide (L 1H2·I2) and 1,1′-diethyl-3, 3′-trimethylene-dibenzimidazolium-diiodide (L2H 2·I2), and their silver(I) and copper(II) coordination polymers, [L1AgI]n (1) and [L 2Cu2I4]n (2), have been prepared and characterized. Complex 1 is a 1D helical polymer generated by bidentated carbene ligands (L1) and Ag(I) atoms. The 1D polymer of 2 is formed by bidentated carbene ligands (L2) and coplanar quadrilateral Cu 2I2 units. 3D supramolecular frameworks in the crystal packings of 1 and 2 are formed via intermolecular weak interactions, including C-H?π contacts, π-π interactions and C-H?I hydrogen bonds.
Using Methanol as a Formaldehyde Surrogate for Sustainable Synthesis of N-Heterocycles via Manganese-Catalyzed Dehydrogenative Cyclization
Li, Yibiao,Liu, Qiang,Shao, Zhihui,Yuan, Shanshan
supporting information, (2022/02/23)
The development of an efficient and sustainable synthetic route for formaldehyde production from renewable feedstock, especially in combination with a subsequent transformation to straightforwardly construct valuable chemicals, is highly desirable. Herein, we report a novel manganese-catalyzed dehydrogenative cyclization of methanol as a formaldehyde surrogate with a variety of dinucleophiles for facile synthesis of N-heterocycles. The in situ generated formaldehyde via catalytic methanol dehydrogenation can be selectively trapped by diverse dinucleophiles to avoid several possible side reactions. The utility of this transformation is further highlighted by its successful application to the synthesis of 13C-labeled N-heterocycles using 13CH3OH as a readily accessible 13C-isotope reagent.
Methanol as the C1source: Redox coupling of nitrobenzenes and alcohols for the synthesis of benzimidazoles
An, Jie,Lai, Zemin,Li, Hengzhao,Peng, Mengqi,Sun, Yanhao,Yan, Zihan,Yang, Ruoyan,Zhang, Yuntong
supporting information, p. 748 - 753 (2022/02/02)
We present an operationally simple redox coupling for the synthesis of N-1 substituted benzimidazoles using feedstock building block 2-nitroaniline derivatives as the precursors and methanol as the C1 source. Higher atom, step, and redox economies and exc
Self-Assembly of Benzimidazole-Derived Tris-NHC Ligands and AgI-Ions to Hexanuclear Organometallic Cages and Their Unusual Transmetalation Chemistry
Nishad, Rajeev C.,Rit, Arnab
supporting information, p. 594 - 599 (2020/12/07)
Multi-ligand self-assembly to attain the AgI-N-heterocyclic carbene (NHC)-built hexanuclear organometallic cages of composition [Ag6(3 a,b)4](PF6)6 from the reaction of benzimidazole-derived tris(azolium) salts [H3-3 a,b](PF6)3 with Ag2O was achieved. The molecular structures of the cages were established by X-ray diffraction studies along with NMR and MS analyses. The existence of a single assembly in solution was supported by diffusion-ordered spectroscopy (DOSY) 1H NMR spectra. Further, transmetalation reactions of these self-assembled complexes, [Ag6(3 a,b)4](PF6)6, with CuI/AuI-ions provided various coinage metal-NHC complexes having diverse molecular compositions, which included the first example of a hexanuclear CuI-dodecacarbene complex, [Cu6(3 b)4](PF6)6.
Iodine(I) and Silver(I) Complexes of Benzoimidazole and Pyridylcarbazole Derivatives
Rissanen, Kari,Siepmann, Marcel,Taipale, Essi,Truong, Khai-Nghi
supporting information, p. 17412 - 17419 (2021/10/19)
The synthesis of iodine(I) complexes with either benzoimidazole or carbazole-derived sp2 N-containing Lewis bases is described, as well as their corresponding silver(I) complexes. The addition of elemental iodine to the linear two-coordinate Ag
Highly efficient one pot synthesis of benzimidazoles from 2-nitroaniline and PhSiH3 as reducing agent catalyzed by Pd/C as a heterogeneous catalyst
Phatake, Vishal V.,Bhanage, Bhalchandra M.
, (2021/03/15)
This work reports an efficient route for the synthesis of benzimidazole from o-nitroaniline in the presence of carbon dioxide atmosphere, PhSiH3 as a reducing agent catalyzed by Pd/C as a catalyst. Benzimidazoles have become the focus of organic chemists, as benzimidazole is an important intermediate in medicinal chemistry. We have developed more efficient route for the synthesis benzimidazole and various substituted benzimidazoles have been synthesized in good to excellent yield. The TBD (1,5,7-Triazabicyclo [4.4.0] dec-5-ene) is selected as a base as it promotes the CO2 insertion. Benzimidazoles were synthesized through reduction of nitro group followed by cyclization of amine using CO2 as a carbon source. Moreover, the Pd/C catalyst can be recycled up to five recycle run without significant changes in the yield of the product.
Visible-light-induced aerobic oxidative desulfurization of 2-mercaptobenzimidazolesviaa sulfinyl radical
Deng, Guo-Jun,Fu, Mei,Huang, Huawen,Ji, Xiaochen,Li, Yongtong
supporting information, p. 5594 - 5598 (2020/09/21)
A mild transition-metal-free non-toxic aerobic photoredox system was found to enable highly efficient desulfurization of 2-mercaptobenzimidazoles. This viable catalytic system includes Rose Bengal in a low catalyst loading as a photosensitizer and cheap, non-toxic NaCl in a catalytic amount as an additive, combined with an oxygen atmosphere. This protocol provides an important alternative access to a broad range of benzimidazole and deuterated benzimidazole products in generally high yields with good tolerance of various synthetically and pharmaceutically useful functionalities. The mechanistic studies reveal that both single electron transfer and energy transfer probably occur in the initial step and a sulfinyl radical intermediate is involved in the key desulfurization process.
