File | |
language |
eng
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Author |
Saburo Neya
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Description | 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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Subject | porphyrin
trifluoromethyl
alkoxycarbonyl
solvolysis
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Journal Title |
Molecules
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Volume | 21
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Issue | 252
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Start Page | 1
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End Page | 8
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ISSN | 1420-3049
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Published Date | 2016-02-23
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DOI | |
Publisher | MDPI
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NII Type |
Journal Article
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Format |
PDF
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Relation | |
Text Version |
出版社版
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Gyoseki ID | e29687
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OAI-PMH Set |
Faculty of Science and Engineering
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