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タイトル: | Synthesis of closed‐Heterohelicenes Interconvertible between Its Monomeric and Dimeric Forms |
著者: | Matsuo, Yusuke Maeda, Chihiro Tsutsui, Yusuke https://orcid.org/0000-0002-3138-5009 (unconfirmed) Tanaka, Takayuki Seki, Shu https://orcid.org/0000-0001-7851-4405 (unconfirmed) |
著者名の別形: | 松尾, 悠佑 筒井, 祐介 田中, 隆行 関, 修平 |
キーワード: | Nanographene heterohelicene oxidative fusion reaction bond dissociation circularly polarized luminescence |
発行日: | 11-Dec-2023 |
出版者: | Wiley |
誌名: | Angewandte Chemie International Edition |
巻: | 62 |
号: | 50 |
論文番号: | e202314968 |
抄録: | Oxidative fusion reaction of cyclic heteroaromatic pentads consisting of pyrrole and thiophene gave closed-heterohelicene monomers and dimers depending on the oxidation conditions. Specifically, oxidation with [bis(trifluoroacetoxy)iodo]benzene (PIFA) gave closed-[7]helicene dimers connected at the β-position of one of the pyrrole units with the remarkably elongated C-C bonds about 1.60 Å. Although this bond was intact against thermal and physical activations, homolytic bond dissociation took place upon UV irradiation in DMSO to give the corresponding monomers. Thus, interconversion between the closed-helicene monomer and dimer was achieved. The optically pure dimer was photo-dissociated into the monomers associated with circularly polarized luminescence (CPL) turn-ON. |
著作権等: | This is the peer reviewed version of the following article: [Matsuo, Y., Maeda, C., Tsutsui, Y., Tanaka, T., Seki, S., Angew. Chem. Int. Ed. 2023, 62, e202314968.], which has been published in final form at https://doi.org/10.1002/anie.202314968 This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited. The full-text file will be made open to the public on 26 October, 2024 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 |
URI: | http://hdl.handle.net/2433/286398 |
DOI(出版社版): | 10.1002/anie.202314968 |
PubMed ID: | 37883214 |
出現コレクション: | 学術雑誌掲載論文等 |
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