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나노 구조 물리 연구단
나노구조물리 연구단
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Chemoselective reduction and oxidation of ketones in water through control of the electron transfer pathway

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Title
Chemoselective reduction and oxidation of ketones in water through control of the electron transfer pathway
Author(s)
Kim, SM; Ho Sung Yoo; Hosono, H; Yang, JW; Sung Wng Kim
Publication Date
2015-05
Journal
SCIENTIFIC REPORTS, v.5, no., pp.10366 -
Publisher
NATURE PUBLISHING GROUP
Abstract
The selective synthesis of different products from the same starting materials in water, which is the most abundant solvent in nature, is a crucial issue as it maximizes the utilization of materials. Realizing such reactions for ketones is of considerable importance because numerous organic functionalities can be obtained via nucleophilic addition reactions. Herein, we report chemoselective reduction and oxidation reactions of 1,2-diketones in water, which initiates anionic electron transfer from the inorganic electride [Ca24Al28O64](4+)center dot 4e(-), through controlling the pathway of the electrons to substrates. The generation of different radical species for transient intermediates was the key process required to control the reaction selectivity, which was achieved by reacting the anionic electrons with either diketones or O-2, leading to the formation of ketyl dianion and superoxide radicals in the reduction and oxidation reactions, respectively. This methodology that utilizes electrides may provide an alternative to the pulse radiolysis of water in synthetic chemistry
URI
http://pr.ibs.re.kr/handle/8788114/1766
DOI
10.1038/srep10366
ISSN
2045-2322
Appears in Collections:
Center for Integrated Nanostructure Physics(나노구조물리 연구단) > Journal Papers (저널논문)
Files in This Item:
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