Two dimensional inorganic electride-promoted electron transfer efficiency in transfer hydrogenation of alkynes and alkenes
- Authors
- Kim, Ye Ji; Kim, Sun Min; Cho, Eun Jin; Hosono, Hideo; Yang, Jung Woon; Kim, Sung Wng
- Issue Date
- Jun-2015
- Publisher
- ROYAL SOC CHEMISTRY
- Citation
- CHEMICAL SCIENCE, v.6, no.6, pp 3577 - 3581
- Pages
- 5
- Journal Title
- CHEMICAL SCIENCE
- Volume
- 6
- Number
- 6
- Start Page
- 3577
- End Page
- 3581
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/11383
- DOI
- 10.1039/c5sc00933b
- ISSN
- 2041-6520
2041-6539
- Abstract
- A simple and highly efficient transfer hydrogenation of alkynes and alkenes by using a two-dimensional electride, dicalcium nitride ([Ca2N](+).e(-)), as an electron transfer agent is disclosed. Excellent yields in the transformation are attributed to the remarkable electron transfer efficiency in the electride-mediated reactions. It is clarified that an effective discharge of electrons from the [Ca2N](+).e(-) electride in alcoholic solvents is achieved by the decomposition of the electride via alcoholysis and the generation of ammonia and Ca((OPr)-Pr-i)(2). We found that the choice of solvent was crucial for enhancing the electron transfer efficiency, and a maximum efficiency of 80% was achieved by using a DMF mixed isopropanol co-solvent system. This is the highest value reported to date among single electron transfer agents in the reduction of C-C multiple bonds. The observed reactivity and efficiency establish that electrides with a high density of anionic electrons can readily participate in the reduction of organic functional groups.
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