Benzoimidazolyl Organoseleniums: Antioxidant Activity and Catalysts for Selective Iodination of Arenes and Nitro-Michael Reaction.

Autor: Batabyal M; Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal by-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India., Chaurasia D; Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal by-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India., Panda PR; Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal by-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India., Jha RK; Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal by-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India., Kadu R; Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal by-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India.; MIT School of Engineering, MIT Art, Design and Technology University, Pune, Maharashtra 412201, India., Kumar S; Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal by-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2024 Oct 04; Vol. 89 (19), pp. 14328-14340. Date of Electronic Publication: 2024 Sep 16.
DOI: 10.1021/acs.joc.4c01757
Abstrakt: Here, the synthesis and catalytic activities of benzoimidazole-derived organoselenium compounds have been explored. The synthesized bis(2-benzoimidazolyl) diselenide, having increased Lewis acidity on the selenium center, outperforms simple phenyl and N -phenyl benzamide-based diselenides when compared for thiol peroxidase hydrogen peroxide decomposing antioxidant activity with a reduction rate of 18.6 ± 1.9 μM/s. The synthesized diselenide also acted as an efficient catalyst for the activation of N -iodo-succinimide toward the regioselective, monoiodination of electron-rich arenes and activation of nitro-alkene for nitro-Michael reactions for the first time.
Databáze: MEDLINE
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