| Item type |
学術雑誌論文 / Journal Article(1) |
| 公開日 |
2018-06-13 |
| タイトル |
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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 |
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言語 |
eng |
| DOI |
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関連識別子 |
https://doi.org/10.1002/chem.201402939 |
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関連名称 |
10.1002/chem.201402939 |
| キーワード |
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主題 |
azulene, cycloadditions, donor-acceptor system, electrochemistry, redox chemistry |
| 資源タイプ |
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資源 |
http://purl.org/coar/resource_type/c_6501 |
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タイプ |
journal article |
| 著者 |
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 |
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氏名 |
Shoji, Taku |
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URL |
http://soar-rd.shinshu-u.ac.jp/profile/ja.gmShOakh.html |
| 出版者 |
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出版者 |
WILEY-V C H VERLAG GMBH |
| 引用 |
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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 |
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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） |
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| ISSN |
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収録物識別子タイプ |
ISSN |
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収録物識別子 |
0947-6539 |
| 書誌レコードID |
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収録物識別子タイプ |
NCID |
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収録物識別子 |
AA11076269 |
| PubMed |
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識別子タイプ |
PMID |
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関連識別子 |
http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?CMD=search&DB=pubmed&term=25098400 |
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関連名称 |
25098400 |
| 権利 |
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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 |
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出版タイプ |
AM |
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出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
| WoS |
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URL |
http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000341630500039 |
Chem_Eur_J_20_11903-11912.pdf (461.2 kB)
