ファイル | |
言語 |
英語
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著者 |
Saburo Neya
Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1, Inohana, Chuo-ku, Chiba 260-8675, Japan
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内容記述(抄録等) | 5,10-Bistrifluoromethyl substituted β-octamethylporphyrins were synthesized via a scrambling side reaction of a dipyrromethane precursor in the presence of a large excess of trifluoroacetic acid. Compared with the trans-analogs, the cis-analogs of meso-trifluoromethyl β-octaalkylporphyrin showed more red-shifted absorption bands. These meso-trifluoromethyl derivatives of β-octaalkylporphyrins underwent smooth metalation, similar to other common porphyrins, however, the corresponding zinc complexes underwent a type of solvolysis, whereby the trifluoromethyl groups were converted into methoxycarbonyl groups by the methanol used as solvent. UV-visible absorption spectra and X-ray crystal structure analyses revealed that the presence of a methoxycarbonyl substituent did not influence the deformation of the molecular framework and its absorption properties; this is because the methoxycarbonyl has a planar and perpendicular geometry, as opposed to the relatively bulky trifluoromethyl substituent.
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主題 | porphyrin
trifluoromethyl
alkoxycarbonyl
solvolysis
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掲載誌名 |
Molecules
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巻 | 21
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号 | 252
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開始ページ | 1
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終了ページ | 8
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ISSN | 1420-3049
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発行日 | 2016-02-23
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DOI | |
出版者 | MDPI
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資料タイプ |
学術雑誌論文
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ファイル形式 |
PDF
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関連情報 | |
著者版/出版社版 |
出版社版
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業績ID | e29687
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部局 |
総合理工学部
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