Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | 유영민 | * |
dc.date.accessioned | 2019-01-02T16:30:15Z | - |
dc.date.available | 2019-01-02T16:30:15Z | - |
dc.date.issued | 2018 | * |
dc.identifier.issn | 0022-3263 | * |
dc.identifier.other | OAK-24031 | * |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/248068 | - |
dc.description.abstract | Birch reduction of aromatic systems by solvated electrons in alkali metal-ammonia solutions is widely recognized as a key reaction that functionalizes highly stable pi-conjugated organic systems. In spite of recent advances in Birch reduction with regard to reducing agent and reaction conditions, there remains an ongoing challenge to develop a simple and efficient Birch reaction under mild conditions. Here, we demonstrate that the inorganic electride [Ca2N](+center dot)e(-) promotes the Birch reduction of polycyclic aromatic hydrocarbons (PAHs) and naphthalene under alcoholic solvent in the vicinity of room temperature as a solid-type analogy to solvated electrons in alkali metal ammonia solutions. The anionic electrons from electride [Ca2N](+center dot)e(-) are transferred to PAHs and naphthalene via alcoholysis in a polar cosolvent medium. It is noteworthy that a high conversion yield to the hydrogenated products is ascribed to the extremely high electron transfer efficiency of 98%. This simple protocol utilizing an inorganic electride offers a direct and practical strategy for the reduction of aromatic compounds and provides an outstanding reducing agent for synthetic chemistry. | * |
dc.language | English | * |
dc.publisher | AMER CHEMICAL SOC | * |
dc.title | Birch Reduction of Aromatic Compounds by Inorganic Electride [Ca2N](+center dot)e(-) in an Alcoholic Solvent: An Analogue of Solvated Electrons | * |
dc.type | Article | * |
dc.relation.issue | 22 | * |
dc.relation.volume | 83 | * |
dc.relation.index | SCIE | * |
dc.relation.index | SCOPUS | * |
dc.relation.startpage | 13847 | * |
dc.relation.lastpage | 13853 | * |
dc.relation.journaltitle | JOURNAL OF ORGANIC CHEMISTRY | * |
dc.identifier.doi | 10.1021/acs.joc.8b02094 | * |
dc.identifier.wosid | WOS:000451101000021 | * |
dc.author.google | Il Yoo, Byung | * |
dc.author.google | Kim, Ye Ji | * |
dc.author.google | You, YoungMin | * |
dc.author.google | Yang, Jung Woon | * |
dc.author.google | Kim, Sung Wng | * |
dc.contributor.scopusid | 유영민(24759463600) | * |
dc.date.modifydate | 20240422132144 | * |