Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relay
Abstract The gold π-acid activation under electrochemical conditions is achieved. While EAO allows easy access to gold(III) intermediates over alternative chemical oxidation under mild conditions, the reported examples so far are limited to coupling reactions due to the rapid AuIII reductive elimina...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Nature Portfolio
2023-12-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-023-44025-0 |
| _version_ | 1797388212528742400 |
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| author | Shuyao Zhang Jingwen Wei Xiaohan Ye Angel Perez Xiaodong Shi |
| author_facet | Shuyao Zhang Jingwen Wei Xiaohan Ye Angel Perez Xiaodong Shi |
| author_sort | Shuyao Zhang |
| collection | DOAJ |
| description | Abstract The gold π-acid activation under electrochemical conditions is achieved. While EAO allows easy access to gold(III) intermediates over alternative chemical oxidation under mild conditions, the reported examples so far are limited to coupling reactions due to the rapid AuIII reductive elimination. Using aryl hydrazine-HOTf salt as precursors, the π-activation reaction mode was realized through oxidation relay. Both alkene and alkyne di-functionalization were achieved with excellent functional group compatibility and regioselectivity, which extended the versatility and utility of electrochemical gold redox chemistry for future applications. |
| first_indexed | 2024-03-08T22:37:31Z |
| format | Article |
| id | doaj.art-8caffbc017d64a88baf29992498764da |
| institution | Directory Open Access Journal |
| issn | 2041-1723 |
| language | English |
| last_indexed | 2024-03-08T22:37:31Z |
| publishDate | 2023-12-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj.art-8caffbc017d64a88baf29992498764da2023-12-17T12:23:49ZengNature PortfolioNature Communications2041-17232023-12-011411810.1038/s41467-023-44025-0Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relayShuyao Zhang0Jingwen Wei1Xiaohan Ye2Angel Perez3Xiaodong Shi4Department of Chemistry, University of South FloridaDepartment of Chemistry, University of South FloridaDepartment of Chemistry, University of South FloridaDepartment of Chemistry, University of South FloridaDepartment of Chemistry, University of South FloridaAbstract The gold π-acid activation under electrochemical conditions is achieved. While EAO allows easy access to gold(III) intermediates over alternative chemical oxidation under mild conditions, the reported examples so far are limited to coupling reactions due to the rapid AuIII reductive elimination. Using aryl hydrazine-HOTf salt as precursors, the π-activation reaction mode was realized through oxidation relay. Both alkene and alkyne di-functionalization were achieved with excellent functional group compatibility and regioselectivity, which extended the versatility and utility of electrochemical gold redox chemistry for future applications.https://doi.org/10.1038/s41467-023-44025-0 |
| spellingShingle | Shuyao Zhang Jingwen Wei Xiaohan Ye Angel Perez Xiaodong Shi Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relay Nature Communications |
| title | Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relay |
| title_full | Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relay |
| title_fullStr | Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relay |
| title_full_unstemmed | Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relay |
| title_short | Accessing gold p-acid reactivity under electrochemical anode oxidation (EAO) through oxidation relay |
| title_sort | accessing gold p acid reactivity under electrochemical anode oxidation eao through oxidation relay |
| url | https://doi.org/10.1038/s41467-023-44025-0 |
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