Strategic Synthesis and Supramolecular Organization of Arylenebis(aryliodonium) Salts; Journal of Organic Chemistry; Vol. 90, iss.44
| Parent link: | Journal of Organic Chemistry.— .— Washington: American Chemical Society Vol. 90, iss.44.— 2025.— P. 15542-15554 |
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| Other Authors: | , , , , , , , , , |
| Summary: | Title screen A comprehensive synthetic toolkit was developed for the preparation of arylenebis(aryliodonium) salts from diiodoarenes via m-CPBA oxidation. The methodology offers versatile approaches that can be adapted based on the solubility of reaction intermediates, enabling either one-pot or two-stage synthesis pathways. Four distinct synthetic methods were established, accommodating a wide range of arenes and diiodoarenes, including sterically hindered and electron-deficient substrates. The resulting bis(iodonium) salts were isolated in good to excellent yields (up to 99%). X-ray crystallographic analysis of these compounds revealed intriguing supramolecular organization in the solid state, with the formation of 1D chains through halogen bonding interactions. These self-assembled architectures demonstrate the potential of bis(iodonium) cations as valuable building blocks for applications in crystal engineering Текстовый файл |
| Language: | English |
| Published: |
2025
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| Subjects: | |
| Online Access: | https://doi.org/10.1021/acs.joc.5c01508 |
| Format: | Electronic Book Chapter |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=683111 |
| Summary: | Title screen A comprehensive synthetic toolkit was developed for the preparation of arylenebis(aryliodonium) salts from diiodoarenes via m-CPBA oxidation. The methodology offers versatile approaches that can be adapted based on the solubility of reaction intermediates, enabling either one-pot or two-stage synthesis pathways. Four distinct synthetic methods were established, accommodating a wide range of arenes and diiodoarenes, including sterically hindered and electron-deficient substrates. The resulting bis(iodonium) salts were isolated in good to excellent yields (up to 99%). X-ray crystallographic analysis of these compounds revealed intriguing supramolecular organization in the solid state, with the formation of 1D chains through halogen bonding interactions. These self-assembled architectures demonstrate the potential of bis(iodonium) cations as valuable building blocks for applications in crystal engineering Текстовый файл |
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| DOI: | 10.1021/acs.joc.5c01508 |