Micelle-Assisted\nC(sp<sup>2</sup>)–H Functionalization\nfor C–Se and C–X Bond Formation in the Aqueous Medium

An environmentally sustainable, versatile, and cost-effective\napproach\nfor C–Se and C–X (X = I, Br, and Cl) bond formation\nthrough C–H functionalization assisted by micellar catalysis\nin water is developed. The reaction utilizes a minimum amount of diorganyl\ndiselenides and potassium halides for the respective functionalizations.\nThe present protocol was suitable for scale-up synthesis, which directly\nprovided the desired selenylated products without the need for chromatographic\npurification, in sufficient purity. The aqueous micellar catalysis\nsystem was reusable for up to 5 reaction cycles without compromising\nthe reaction yield.

Publication Details

Journal
Figshare
Published
2024-10-21
DOI
https://doi.org/10.1021/acs.langmuir.4c03052.s001
Primary Topic
Organoselenium and organotellurium chemistry
Type
article
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article

Micelle-Assisted\nC(sp2)–H Functionalization\nfor C–Se and C–X Bond Formation in the Aqueous Medium

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Organoselenium and organotellurium chemistry
article

Micelle-Assisted\nC(sp2)–H Functionalization\nfor C–Se and C–X Bond Formation in the Aqueous Medium

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Abstract

An environmentally sustainable, versatile, and cost-effective\napproach\nfor C–Se and C–X (X = I, Br, and Cl) bond formation\nthrough C–H functionalization assisted by micellar catalysis\nin water is developed. The reaction utilizes a minimum amount of diorganyl\ndiselenides and potassium halides for the respective functionalizations.\nThe present protocol was suitable for scale-up synthesis, which directly\nprovided the desired selenylated products without the need for chromatographic\npurification, in sufficient purity. The aqueous micellar catalysis\nsystem was reusable for up to 5 reaction cycles without compromising\nthe reaction yield.

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Organoselenium and organotellurium chemistry
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Micelle-Assisted\nC(sp<sup>2</sup>)–H Functionalization\nfor C–Se and C–X Bond Formation in the Aqueous Medium · Figshare (2024) | TGRS Research Map | TGRS