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タイトル: | Facile synthesis of an ambient stable pyreno[4,5-b]pyrrole monoanion and pyreno[4,5-b:9,10-b ']dipyrrole dianion: from serendipity to design |
著者: | Kumar, Sharvan Yoshida, Kohshi Hattori, Yusuke Higashino, Tomohiro https://orcid.org/0000-0002-9531-8569 (unconfirmed) Imahori, Hiroshi Seki, Shu https://orcid.org/0000-0001-7851-4405 (unconfirmed) |
著者名の別形: | 吉田, 光志 服部, 優佑 東野, 智洋 今堀, 博 関, 修平 |
発行日: | 14-Feb-2022 |
出版者: | Royal Society of Chemistry (RSC) |
誌名: | Chemical Science |
巻: | 13 |
号: | 6 |
開始ページ: | 1594 |
終了ページ: | 1599 |
抄録: | The stability of singly or multiply negatively charged π-conjugated organic compounds is greatly influenced by their electronic delocalization. Herein, we report a strategic methodology for isolation of a mysterious compound. The isolated compounds, a pyreno[4, 5-b]pyrrole monoanion and pyreno[4, 5-b:9, 10-b′]dipyrrole dianion, were highly stable under ambient conditions due to high delocalization of the negative charge over multiple electron deficient C[triple bond, length as m-dash]N groups and pyrene π-scaffolds and allowed purification by column chromatography. To our knowledge, this is the first report on TCNE type reductive condensation of malononitrile involving pyrene di- and tetraone and formation of pyrenopyrrole. All compounds were characterized by spectroscopic methods and X-ray crystallography. A UV-vis spectroscopic study shows an intense low energy absorption band with a large absorption coefficient (ε). |
URI: | http://hdl.handle.net/2433/277259 |
DOI(出版社版): | 10.1039/d1sc06070h |
PubMed ID: | 35282625 |
出現コレクション: | 学術雑誌掲載論文等 |
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