磷酸二烷基电解质催化羧酸转化为末端烯烃的电化学研究

IF 2.2 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2025-05-01 Epub Date: 2025-02-24 DOI:10.1016/j.tet.2025.134560
Tasuku Ito, Xiongjie Jin, Kyoko Nozaki
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引用次数: 0

摘要

研究了羧酸通过脱氢脱羧反应生成末端烯烃的电化学区域选择性转化。机理研究表明,反应通过羧酸氧化脱羧得到相应的伯碳正离子中间体,然后再去质子化。结果表明,在磷酸二烷基等高给体阴离子的负载电解质下,伯电碳正离子中间体的异构化受到抑制,对末端烯烃具有较高的选择性。
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Electrochemical conversion of carboxylic acids to terminal alkenes enabled by dialkyl phosphate electrolyte
Electrochemical regioselective conversion of carboxylic acids to terminal alkenes through dehydrogenative decarboxylation was developed. Mechanistic studies suggested that the reaction proceeds through oxidative decarboxylation of carboxylic acids to give the corresponding primary carbocation intermediates followed by deprotonation. It was implied that when using a supporting electrolyte with high donor number anion, such as dialkyl phosphate, the isomerization of the primary carbocation intermediates was suppressed to cause higher selectivity to terminal alkenes.
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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