Design, Synthesis, Electronic Properties, and X-ray Structural Characterization of Various Modified Electron-Rich Calixarene Derivatives and Their Conversion to Stable Cation Radical Salts
We have designed and synthesized electron-rich calixarene derivatives, which undergo reversible electrochemical oxidation in a well-accessible potential range that allows the ready preparation and isolation of the corresponding cation radicals. Preparation of mono- or tetra-radical cation can be ach...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-09-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/18/5994 |
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| author | Rajendra Rathore Sergey V. Lindeman Sameh H. Abdelwahed |
| author_facet | Rajendra Rathore Sergey V. Lindeman Sameh H. Abdelwahed |
| author_sort | Rajendra Rathore |
| collection | DOAJ |
| description | We have designed and synthesized electron-rich calixarene derivatives, which undergo reversible electrochemical oxidation in a well-accessible potential range that allows the ready preparation and isolation of the corresponding cation radicals. Preparation of mono- or tetra-radical cation can be achieved by using stable aromatic cation-radical salts such as MA<sup>+•</sup>, MB<sup>+•</sup>, and NAP<sup>+•</sup> as selective organic oxidants. The cation radicals of calixarenes are stable indefinitely at ambient temperatures and can be readily characterized by UV-vis-NIR spectroscopy. These cation radicals bind a single molecule of nitric oxide within its cavity with remarkable efficiency. |
| first_indexed | 2024-03-09T23:01:08Z |
| format | Article |
| id | doaj.art-796d842094ef48e487d567e2fb418560 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T23:01:08Z |
| publishDate | 2022-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-796d842094ef48e487d567e2fb4185602023-11-23T18:02:24ZengMDPI AGMolecules1420-30492022-09-012718599410.3390/molecules27185994Design, Synthesis, Electronic Properties, and X-ray Structural Characterization of Various Modified Electron-Rich Calixarene Derivatives and Their Conversion to Stable Cation Radical SaltsRajendra Rathore0Sergey V. Lindeman1Sameh H. Abdelwahed2Department of Chemistry, Marquette University, Milwaukee, WI 53233, USADepartment of Chemistry, Marquette University, Milwaukee, WI 53233, USADepartment of Chemistry, Prairie View A&M University, Prairie View, TX 77446, USAWe have designed and synthesized electron-rich calixarene derivatives, which undergo reversible electrochemical oxidation in a well-accessible potential range that allows the ready preparation and isolation of the corresponding cation radicals. Preparation of mono- or tetra-radical cation can be achieved by using stable aromatic cation-radical salts such as MA<sup>+•</sup>, MB<sup>+•</sup>, and NAP<sup>+•</sup> as selective organic oxidants. The cation radicals of calixarenes are stable indefinitely at ambient temperatures and can be readily characterized by UV-vis-NIR spectroscopy. These cation radicals bind a single molecule of nitric oxide within its cavity with remarkable efficiency.https://www.mdpi.com/1420-3049/27/18/5994calixareneelectronic propertiesoptical propertiescation radicalnear-IR regioncyclic voltammetry |
| spellingShingle | Rajendra Rathore Sergey V. Lindeman Sameh H. Abdelwahed Design, Synthesis, Electronic Properties, and X-ray Structural Characterization of Various Modified Electron-Rich Calixarene Derivatives and Their Conversion to Stable Cation Radical Salts Molecules calixarene electronic properties optical properties cation radical near-IR region cyclic voltammetry |
| title | Design, Synthesis, Electronic Properties, and X-ray Structural Characterization of Various Modified Electron-Rich Calixarene Derivatives and Their Conversion to Stable Cation Radical Salts |
| title_full | Design, Synthesis, Electronic Properties, and X-ray Structural Characterization of Various Modified Electron-Rich Calixarene Derivatives and Their Conversion to Stable Cation Radical Salts |
| title_fullStr | Design, Synthesis, Electronic Properties, and X-ray Structural Characterization of Various Modified Electron-Rich Calixarene Derivatives and Their Conversion to Stable Cation Radical Salts |
| title_full_unstemmed | Design, Synthesis, Electronic Properties, and X-ray Structural Characterization of Various Modified Electron-Rich Calixarene Derivatives and Their Conversion to Stable Cation Radical Salts |
| title_short | Design, Synthesis, Electronic Properties, and X-ray Structural Characterization of Various Modified Electron-Rich Calixarene Derivatives and Their Conversion to Stable Cation Radical Salts |
| title_sort | design synthesis electronic properties and x ray structural characterization of various modified electron rich calixarene derivatives and their conversion to stable cation radical salts |
| topic | calixarene electronic properties optical properties cation radical near-IR region cyclic voltammetry |
| url | https://www.mdpi.com/1420-3049/27/18/5994 |
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