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Two dimensional inorganic electride-promoted electron transfer efficiency in transfer hydrogenation of alkynes and alkenes

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Title
Two dimensional inorganic electride-promoted electron transfer efficiency in transfer hydrogenation of alkynes and alkenes
Author(s)
Ye Ji Kim; Kim, SM; Cho, EJ; Hosono, H; Yang, JW; Sung Wng Kim
Publication Date
2015-06
Journal
CHEMICAL SCIENCE, v.6, no.6, pp.3577 - 3581
Publisher
ROYAL SOC CHEMISTRY
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
URI
https://pr.ibs.re.kr/handle/8788114/1801
DOI
10.1039/c5sc00933b
ISSN
2041-6520
Appears in Collections:
Center for Integrated Nanostructure Physics(나노구조물리 연구단) > 1. Journal Papers (저널논문)
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