739-88-8Relevant academic research and scientific papers
Three new mononuclear group 12 complexes with benzimidazole
Amaral, Thaeny C.,De Carvalho, Gustavo S.G.,Da Silva, Adilson D.,Corbi, Pedro P.,Masciocchi, Norberto,Castellano, Eduardo E.,Cuin, Alexandre
, p. 1380 - 1391 (2014)
Three iso-structural Zn(II), Cd(II), and Hg(II) complexes with 1-benzyl-2-phenyl-1H-benzimidazole (BPB), ZnBPB, CdBPB, and HgBPB, respectively, were synthesized by reaction of the ligand with the corresponding metal chlorides in methanolic solutions. The
Photoinduced electron-transfer from benzimidazole to nanocrystals
Karunakaran,Jayabharathi,Jayamoorthy,Vinayagamoorthy
, p. 295 - 300 (2013)
The dynamics of photoinduced electron injection and energy transfer from benzimidazole to CuO, Fe2O3, WO3 and Al 2O3 nanoparticles has been studied by FT-IR, absorption and fluorescence spectroscopic
ATP Induced Modulation in π-π Stacking Interactions in Pyrene Based Zinc Complexes: Chemosensor Study and Quantitative Investigation of Apyrase Activity
Singh, Amanpreet,Raj, Pushap,Dubowski, Jan J.,Singh, Narinder
, p. 4320 - 4333 (2018)
Fluorescent zinc complexes of 1,2-disubstituted benzimidazole (R1-R3) have been synthesized and characterized using single crystal X-ray diffraction. The ligands L1-3 were found to be less emissive due to photoinduced electron transfer (PET) mechanism ori
Synthesis, structure, and optical properties of iridium(III) complex with 1-benzyl-2-phenylbenzimidazole and 4,4'-dicarboxy-2,2'-bipyridyne
Bezzubov,Bilyalova,Kuznetsova,Pavlov,Kiselev, Yu. M.,Dolzhenko
, p. 1085 - 1089 (2017)
A new cyclometalated iridium(III) complex [Ir(L)2(Hdcbpy)] (1) has been synthesized, where L is 1-benzyl-2-phenylbenzimidazole and Hdcbpy is monoprotonated 4,4′-dicarboxy-2,2′-bipyridine. The structure of complex 1 has been determined by X-ray
A pentanuclear Er (III) coordination cluster as a catalyst for selective synthesis of 1,2-disubstituted benzimidazoles
Sarkar, Arijit,Jana, Sourav,Nayek, Hari Pada
, (2021/02/22)
A new tridentate ligand (H3L) was prepared from the reaction of 6-formyl-2-(hydroxymethyl)-4-tert-butylphenol and 2-amino-4-nitrophenol. The ligand H3L and acetylacetone were treated with Er (NO3)3·5H2/sub
Nickel catalyzed sustainable synthesis of benzazoles and purines: Via acceptorless dehydrogenative coupling and borrowing hydrogen approach
Chakraborty, Gargi,Guin, Amit Kumar,Mondal, Rakesh,Paul, Nanda
, p. 7217 - 7233 (2021/08/30)
Herein we report nickel-catalyzed sustainable synthesis of a few chosen five-membered fused nitrogen heterocycles such as benzimidazole, purine, benzothiazole, and benzoxazole via acceptorless dehydrogenative functionalization of alcohols. Using a bench stable, easy to prepare, and inexpensive Ni(ii)-catalyst, [Ni(MeTAA)] (1a), featuring a tetraaza macrocyclic ligand (tetramethyltetraaza[14]annulene (MeTAA)), a wide variety of polysubstituted benzimidazole, purine, benzothiazole, and benzoxazole derivatives were prepared via dehydrogenative coupling of alcohols with 1,2-diaminobenzene, 4,5-diaminopyrimidine, 2-aminothiphenol, and 2-aminophenol, respectively. A wide array of benzimidazoles were also prepared via a borrowing hydrogen approach involving alcohols as hydrogen donors and 2-nitroanilines as hydrogen acceptors. A few control experiments were performed to understand the reaction mechanism.
Water extract of onion catalyst: An economical green route for the synthesis of 2-substituted and 1,2-disubstituted benzimidazole derivatives with high selectivity
Kaliyan, Prabakaran,Selvaraj, Loganathan,Muthu, Seenivasa Perumal
supporting information, p. 340 - 349 (2020/12/01)
An efficient, environmental friendly and substrate controlled method of synthesis of 2-substituted benzimidazole derivatives 3 and 1,2-disubstituted benzimidazole derivatives 4 with high selectivity has been achieved from the reaction of o-phenylenediamine 1 and aldehydes 2 in the presence of water extract of onion and selecting suitable reaction medium. This method is widely applicable for variety of aldehydes such as aromatic/aliphatic/heterocyclic aldehydes and 1,2-diamines to afford 2-substituted benzimidazole derivatives 3 and 1,2-disubstituted benzimidazole derivatives 4 in good to excellent yields (up to 96%). The developed method of water extract of onion catalysis produced 2-substituted benzimidazoles 3 from aromatic aldehydes having electron-withdrawing groups, whereas aromatic aldehydes bearing electron donating groups selectively furnished 1,2-disubstituted benzimidazole 4 derivatives. The process described here has several advantages of cheap, low energy consumption, commercially available starting materials, operational simplicity and nontoxic catalyst. The use of water extract of onion makes this present methodology green and giving a useful contribution to the existing methods available for the preparation of benzimidazole derivatives. In addition, Hammett correlation of substituent constant (σ) vs percentage (%) yield has been established.
Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles
Rodríguez-Huerto, Paula A.,Pe?a-Solórzano, Diana,Ochoa-Puentes, Cristian
, p. 6275 - 6283 (2021/07/29)
In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.
Heterogenizing a Homogeneous Nickel Catalyst Using Nanoconfined Strategy for Selective Synthesis of Mono- And 1,2-Disubstituted Benzimidazoles
Shadab,Dey, Gargi,Sk, Motahar,Banerjee, Debasis,Aijaz, Arshad
supporting information, p. 16042 - 16047 (2021/11/04)
A homogeneous Ni-phenanthroline catalyst was successfully immobilized into the cavities of a metal-organic framework, ZIF-8. The as-synthesized heterogeneous catalyst, Ni-Phen@ZIF, represents the first MOF based catalyst that enables dehydrogenative coupling of alcohols with aromatic diamines for selective synthesis of both mono- and 1,2-disubstituted benzimidazoles. The catalyst survived under harsh basic conditions, characterized by SEM, TEM, BET, PXRD, and EDX elemental mappings. The presence of the nanoconfined Ni-phenanthroline complex and the formation of extra Lewis acid sites during catalysis in the Ni-Phen@ZIF structure, confirmed by TPD analysis and kinetic experiments, might be responsible for higher activity and selectivity.
Electrochemical Synthesis of Benzo[ d]imidazole via Intramolecular C(sp3)-H Amination
Li, An,Li, Caohui,Li, Lijun,Liu, Yu,Tang, Kewen,Yang, Tao,Yang, Zan,Zhou, Congshan
, (2022/01/03)
An electrochemical dehydrogenative amination for the synthesis of benzimidazoles was developed. This electrosynthesis method could address the limitations of the C(sp3)-H intramolecular amination synthesis reaction and provide novel access to obtain 1,2-disubstituted benzimidazoles without transition metals and oxidants. Under undivided electrolytic conditions, various benzimidazole derivatives could be synthesized, exhibiting functional group tolerance.
