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Selective introduction of fluorine atoms to the tert-carbons of functionalized adamantanes by BrF3

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Title: Selective introduction of fluorine atoms to the tert-carbons of functionalized adamantanes by BrF3
Authors: Shishimi, Toru Browse this author
Hara, Shoji Browse this author →KAKEN DB
Keywords: Poly-fluorination
Adamantane
Bromine trifluoride
Issue Date: Jan-2013
Publisher: Elsevier B.V.
Journal Title: Journal of Fluorine Chemistry
Volume: 145
Start Page: 128
End Page: 131
Publisher DOI: 10.1016/j.jfluchem.2012.10.010
Abstract: The direct fluorination reaction of the functionalized adamantanes was achieved by using BrF3. In the reaction with methyl adamantane-1-caroxylate 1 and dimethyl adamantane-1,3-dicarboxylate 3, three and two fluorine atoms, respectively, were introduced selectively to their tert-carbons. On the other hand, in the reactions with 1-acetoxymethyladamantane 5, and 2-adamantanone 9, not only the expected fluorination of their tert-carbons, but also unexpected reactions such as fluorination of carbonyl functionality occurred.
Type: article (author version)
URI: http://hdl.handle.net/2115/52261
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 原 正治

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