Benzoimidazolyl\nOrganoseleniums: Antioxidant Activity\nand Catalysts for Selective Iodination of Arenes and Nitro-Michael\nReaction

Here, the synthesis and catalytic activities of benzoimidazole-derived\norganoselenium compounds have been explored. The synthesized bis(2-benzoimidazolyl)\ndiselenide, having increased Lewis acidity on the selenium center,\noutperforms simple phenyl and <i>N</i>-phenyl benzamide-based\ndiselenides when compared for thiol peroxidase hydrogen peroxide decomposing\nantioxidant activity with a reduction rate of 18.6 ± 1.9 μM/s.\nThe synthesized diselenide also acted as an efficient catalyst for\nthe activation of <i>N</i>-iodo-succinimide toward the regioselective,\nmonoiodination of electron-rich arenes and activation of nitro-alkene\nfor nitro-Michael reactions for the first time.

Publication Details

Journal
Figshare
Published
2024-09-16
DOI
https://doi.org/10.1021/acs.joc.4c01757.s001
Primary Topic
Organoselenium and organotellurium chemistry
Type
article
Field-Weighted Citation Impact
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article

Benzoimidazolyl\nOrganoseleniums: Antioxidant Activity\nand Catalysts for Selective Iodination of Arenes and Nitro-Michael\nReaction

Figshare
Organoselenium and organotellurium chemistry
article

Benzoimidazolyl\nOrganoseleniums: Antioxidant Activity\nand Catalysts for Selective Iodination of Arenes and Nitro-Michael\nReaction

article en

Abstract

Here, the synthesis and catalytic activities of benzoimidazole-derived\norganoselenium compounds have been explored. The synthesized bis(2-benzoimidazolyl)\ndiselenide, having increased Lewis acidity on the selenium center,\noutperforms simple phenyl and <i>N</i>-phenyl benzamide-based\ndiselenides when compared for thiol peroxidase hydrogen peroxide decomposing\nantioxidant activity with a reduction rate of 18.6 ± 1.9 μM/s.\nThe synthesized diselenide also acted as an efficient catalyst for\nthe activation of <i>N</i>-iodo-succinimide toward the regioselective,\nmonoiodination of electron-rich arenes and activation of nitro-alkene\nfor nitro-Michael reactions for the first time.

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Organoselenium and organotellurium chemistry
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