Benzoimidazolyl Organoseleniums: Antioxidant Activity and Catalysts for Selective Iodination of Arenes and Nitro-Michael Reaction
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 <i>N</i>-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 <i>N</i>-iodo-succinimide toward the regioselective, monoiodination of electron-rich arenes and activation of nitro-alkene for nitro-Michael reactions for the first time.
Authors
- Monojit Batabyal (ORCID: https://orcid.org/0000-0002-0587-2874)
- Rahul Kadu (ORCID: https://orcid.org/0000-0003-1498-9764)
- Sangit Kumar (ORCID: https://orcid.org/0000-0003-0658-8709)
- Raushan Kumar Jha (ORCID: https://orcid.org/0000-0002-2143-0937)
- Priyanka Rani Panda (ORCID: https://orcid.org/0000-0002-6685-0150)
- Deeksha Chaurasia (ORCID: https://orcid.org/0000-0002-7860-8628)
Institutions
- Indian Institute of Science Education and Research, Bhopal (IN)
- MIT Art, Design and Technology University (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-16
- DOI
- https://doi.org/10.1021/acs.joc.4c01757
- Citations
- 7
- Primary Topic
- Organoselenium and organotellurium chemistry
- Type
- article
- Field-Weighted Citation Impact
- 2.45
Funders
- Indian Institute of Science Education and Research Bhopal
- Human Resource Development Group
- Science and Engineering Research Board