1192541-85-7Relevant academic research and scientific papers
Synthesis of glycal-based chiral benzimidazoles by VO(acac) 2-CeCl3 combo catalyst and their self-aggregated nanostructured materials
Maiti, Dilip K.,Halder, Samiran,Pandit, Palash,Chatterjee, Nirbhik,De Joarder, Dripta,Pramanik, Nabyendu,Saima, Yasmin,Patra, Amarendra,Maiti, Prabir K.
, p. 8086 - 8097 (2009)
(Figure Presented) VO(acac)2-CeCl3 combo catalyst has been developed for chemoselective cyclocondensation cum oxidation under mild reaction conditions toward synthesis of a new class of optically pure compounds, 2-(2′-C-3′,4′,6′-tri-O-benzyl/methyl-glycal)-1H- benzimidazoles. It involves an operationally simple synthetic protocol efficient for the syntheses of a wide range of chiral benzimidazoles in high yields without formation of undesired 1,2-disubstituted and pseudoglycal byproducts. Vanadium(V) is found as active oxidant for the chemical processes which is investigated by UV absorption spectroscopy. Highly ordered one-dimensional low molecular mass organic nanostructured materials are fabricated by nanocrystallization of the chiral nanoscale building blocks. Theoretical calculation by the B3LYP/6-31G** level of theory of the glycal-based chiral benzimidazoles shows out of planar geometry of the 1H-anthra[1,2-d] imidazole-6,11-dione moiety, which is responsible for the strong self-aggregation to generate ultralong nanostructured materials. We have also found nice agreement between the theoretical results with the experimental observation in 2D-NOESY experiments. The photophysical property of the solid nanostructured materials is also reported. 2009 American Chemical Society.
FeCl3 catalyzed tandem synthesis of optically pure sugar based benzimidazoles
Mishra, Sarita,Roy, Soumik,Ghosh, Rina,Dey, Diganta,Hazra, Banasri
, p. 197 - 211 (2020/03/19)
A chemo-selective synthesis of optically pure sugar based benzimidazole from reaction of glycal-2-carboxaldehyde and orthophenylene diamine by FeCl3 catalyzed tandem imination, cyclisation followed by green oxidation by aerial O2 is reported. Some selected tailor-made chiral benzimidazoles were screened for antimicrobial activity against clinically isolated drug-resistant bacteria, as well as fungi obtained from superficial dermal infections.
