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Synthesis of 1,3-Bis(tetracyano-2-azulenyl-3-butadienyl)azulenes by the [2+2] Cycloaddition-Retroelectrocyclization of 1,3-Bis(azulenylethynyl)azulenes with Tetracyanoethylene
http://hdl.handle.net/10091/00020643
http://hdl.handle.net/10091/00020643b8d2f17e-ff88-4ee7-a2f2-6f46a890646e
名前 / ファイル | ライセンス | アクション |
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2018-06-13 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Synthesis of 1,3-Bis(tetracyano-2-azulenyl-3-butadienyl)azulenes by the [2+2] Cycloaddition-Retroelectrocyclization of 1,3-Bis(azulenylethynyl)azulenes with Tetracyanoethylene | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | azulene | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | cycloadditions | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | donor-acceptor system | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | electrochemistry | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | redox chemistry | |||||
資源タイプ | ||||||
資源 | http://purl.org/coar/resource_type/c_6501 | |||||
タイプ | journal article | |||||
著者 |
Shoji, Taku
× Shoji, Taku× Maruyama, Mitsuhisa× Maruyama, Akifumi× Ito, Shunji× Okujima, Tetsuo× Toyota, Kozo |
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信州大学研究者総覧へのリンク | ||||||
氏名 | Shoji, Taku | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.gmShOakh.html | |||||
出版者 | ||||||
出版者 | WILEY-V C H VERLAG GMBH | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | CHEMISTRY-A EUROPEAN JOURNAL. 15(18):11903-11912 (2014) | |||||
書誌情報 |
CHEMISTRY-A EUROPEAN JOURNAL 巻 20, 号 37, p. 11903-11912, 発行日 2014-09-08 |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | 1,3-Bis(azulenylethynyl)azulene derivatives 9-14 have been prepared by palladium-catalyzed alkynylation of 1-ethynylazulene 8 with 1,3-diiodoazulene 1 or 1,3-diethynylazulene 2 with the corresponding haloazulenes 3-7 under Sonogashira-Hagihara conditions. Bis(alkynes) 9-14 reacted with tetracyanoethylene (TCNE) in a formal [2+2] cycloaddition-retroelectrocyclization reaction to afford the corresponding new bis(tetracyanobutadiene)s (bis(TCBDs)) 15-20 in excellent yields. The redox behavior of bis(TCBD)s 15-20 was examined by using CV and differential pulse voltammetry (DPV), which revealed their reversible multistage reduction properties under the electrochemical conditions. Moreover, a significant color change of alkynes 9-14 and TCBDs 15-20 was observed by visible spectroscopy under the electrochemical reduction conditions. | |||||
資源タイプ(コンテンツの種類) | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0947-6539 | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA11076269 | |||||
PubMed | ||||||
識別子タイプ | PMID | |||||
関連識別子 | http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?CMD=search&DB=pubmed&term=25098400 | |||||
関連名称 | 25098400 | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1002/chem.201402939 | |||||
関連名称 | 10.1002/chem.201402939 | |||||
権利 | ||||||
権利情報 | This is the peer reviewed version of the following article: Shoji, T. , Maruyama, M. , Maruyama, A. , Ito, S. , Okujima, T. and Toyota, K. (2014), Synthesis of 1,3‐Bis(tetracyano‐2‐azulenyl‐3‐butadienyl)azulenes by the [2+2] Cycloaddition–Retroelectrocyclization of 1,3‐Bis(azulenylethynyl)azulenes with Tetracyanoethylene. Chem. Eur. J., 20: 11903-11912. doi:10.1002/chem.201402939, which has been published in final form at |https://doi.org/10.1002/chem.201402939 . This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. | |||||
出版タイプ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
WoS | ||||||
表示名 | Web of Science | |||||
URL | http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000341630500039 |