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タイトル: | Peripherally Silylated Porphyrins. |
著者: | Kato, Kenichi https://orcid.org/0000-0001-5348-5521 (unconfirmed) Fujimoto, Keisuke Yorimitsu, Hideki https://orcid.org/0000-0002-0153-1888 (unconfirmed) Osuka, Atsuhiro |
著者名の別形: | 依光, 英樹 |
キーワード: | lithiation porphyrin porphyrin dimer silylation substituent effects |
発行日: | 21-Sep-2015 |
出版者: | wiley |
誌名: | Chemistry - A European Journal |
巻: | 21 |
号: | 39 |
開始ページ: | 13522 |
終了ページ: | 13525 |
抄録: | Silylation of peripherally lithiated porphyrins with silyl electrophiles has realized the first synthesis of a series of directly silyl-substituted porphyrins. The meso-silyl group underwent facile protodesilylation, whereas the β-silyl group was entirely compatible with standard work-up and purification on silica gel. The meso-silyl group caused larger substituent effects to the porphyrin compared with the β-silyl group. Silylation of β-lithiated porphyrins with 1, 2-dichlorodisilane furnished β-to-β disilane-bridged porphyrin dimers. A doubly β-to-β disilane-bridged Ni(II)-porphyrin dimer was also synthesized from a β, β-dilithiated Ni(II)-porphyrin and characterized by X-ray crystallographic analysis to take a steplike structure favorable for interporphyrinic interaction. Denickelation of β-silylporphyrins was achieved upon treatment with a 4-tolylmagnesium bromide to yield the corresponding freebase porphyrins. |
記述: | Article first published online: 19 AUG 2015 |
著作権等: | This is the peer reviewed version of the following article: Kato, K., Fujimoto, K., Yorimitsu, H. and Osuka, A. (2015), Peripherally Silylated Porphyrins. Chem. Eur. J., 21: 13522–13525, which has been published in final form at http://dx.doi.org/10.1002/chem.201502563. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. The full-text file will be made open to the public on 19 AUG 2016 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. 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。 This is not the published version. Please cite only the published version. |
URI: | http://hdl.handle.net/2433/202570 |
DOI(出版社版): | 10.1002/chem.201502563 |
PubMed ID: | 26356498 |
出現コレクション: | 学術雑誌掲載論文等 |
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