Octafluoro[2.2]paracyclophane (AF4) Quinone

Wei Xu; William R. Dolbier; Jian-Xin Duan; Yian Zhai; Katsu Ogawa; Merle A. Battiste; Ion Ghiviriga

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Collection of Czechoslovak Chemical Communications

Article . 2008 . Peer-reviewed

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https://dx.doi.org/10.1135/ccc...

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Octafluoro[2.2]paracyclophane (AF4) Quinone

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 2008 English Publisher:Institute of Organic Chemistry & BiochemistryJournal:Collection of Czechoslovak Chemical Communications, volume 73, pages 1,764-1,776 (issn: 0010-0765, eissn: 1212-6950,

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Authors: Wei Xu; William R. Dolbier; Jian-Xin Duan; Yian Zhai; Katsu Ogawa; Merle A. Battiste; Ion Ghiviriga;

doi: 10.1135/cccc20081764

Octafluoro[2.2]paracyclophane (AF4) Quinone

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Abstract

Octafluoro[2.2]paracyclophane (AF4) has been oxidized by treatment with HIO3 in CF3CO2H to form the corresponding p-quinone along with a unique triketone. This quinone undergoes reduction to the respective hydroquinone as well as a Diels-Alder reaction with 1,3-cyclohexadiene. Its reduction potential was obtained by cyclic voltammetry and is discussed in the context of other quinones.

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