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Chemoselective Hydrodehalogenation of Organic Halides Utilizing Two-Dimensional Anionic Electrons of Inorganic Electride [Ca2N](+)center dot e(-)

Title
Chemoselective Hydrodehalogenation of Organic Halides Utilizing Two-Dimensional Anionic Electrons of Inorganic Electride [Ca2N](+)center dot e(-)
Authors
Kim, Ye JiKim, Sun MinYu, ChunghyeonYoo, YoungMinCho, Eun JinYang, Jung WoonKim, Sung Wng
Ewha Authors
유영민
SCOPUS Author ID
유영민scopus
Issue Date
2017
Journal Title
LANGMUIR
ISSN
0743-7463JCR Link
Citation
vol. 33, no. 4, pp. 954 - 958
Publisher
AMER CHEMICAL SOC
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
Halogenated organic compounds are important anthropogenic chemicals widely used in chemical industry, biology, and pharmacology; however, the persistence and inertness of organic halides cause human health problems and replacement of halogen atoms with organic halides has been considerable environmental pollution. Thus, the elimination or considered a central task in synthetic chemistry. In dehalogenation reactions, the consecutive single-electron transfer from reducing agents generates the radical and corresponding carbanion and thus removes the halogen atom as the leaving group. Herein, we report a new strategy for an efficient chemoselective hydrodehalogenation through the formation of stable carbanion intermediates, which are simply achieved by using highly mobile two-dimensional electrons of inorganic electride [Ca2N](+)center dot e(-) with effective electron transfer ability. The consecutive single-electron transfer from inorganic electride [Ca2N](+)center dot e(-) stabilized free carbanions, which is a key step in achieving the selective reaction. Furthermore, a determinant more important than leaving group ability is the stability control of free carbanions according to the s character determined by the backbone structure. We anticipate that this approach may provide new insight into selective chemical formation, including hydrodehalogenation.
DOI
10.1021/acs.langmuir.6b04152
Appears in Collections:
엘텍공과대학 > 화학신소재공학전공 > Journal papers
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