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Synthesis and Electronic Properties of Hexadehydrotribenzo[12]annulene Possessing Donor-Acceptor Substituents
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- FUJITA Takumi
- Graduate School of Engineering Science, Osaka University
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- SONODA Motohiro
- Graduate School of Engineering Science, Osaka University
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- TAHARA Kazukuni
- Graduate School of Engineering Science, Osaka University
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- TOBE Yoshito
- Graduate School of Engineering Science, Osaka University
Bibliographic Information
- Other Title
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- 電子供与・受容性基を有するヘキサデヒドロトリベンゾ[12]アヌレンの合成と電子的性質
Description
Hexadehydrotribenzo[12]annulene ([12]DBA) which consists of mixed sp-sp2-hybridized system is expected to show different redox behavior from sp2-hybridized systems. In this report, we synthesized novel [12]DBA derivatives possessing amino group as an electron-donating group and cyano group as an electron-accepting group. We systematically investigated the electronic effects of substituents on the [12]DBA backbone from both the redox potentials obtained by electrochemical measurements of these compounds and theoretical calculations. It was found that the amino substituted [12]DBA showed irreversible redox behavior. Moreover, we found that it generated the corresponding radical cation species by chemical oxidation.
Journal
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- Abstracts of Symposium on Physical Organic Chemistry
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Abstracts of Symposium on Physical Organic Chemistry 18 (0), 305-305, 2006
The Society of Physical Organic Chemistry, Japan
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Details 詳細情報について
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- CRID
- 1390001205554080640
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- NII Article ID
- 130004645071
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- Text Lang
- ja
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- Data Source
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- JaLC
- CiNii Articles
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- Abstract License Flag
- Disallowed