Enhancing solution-phase supramolecular interactions between monomeric porphyrins and [60]fullerene by simple chemical modification
[Display omitted] •The N-methylation and iridium metalation of porphyrins effectively enhance the binding affinity to C60.•The N-methylated porphyrin binds with C60 to form a 1:1 complex.•The iridium-modified porphyrin binds with C60 to form a 2:1 complex. The supramolecular interactions of N-methyl...
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| Published in: | Tetrahedron letters Vol. 58; no. 48; pp. 4514 - 4518 |
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| Main Authors: | , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
Elsevier Ltd
29-11-2017
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| Subjects: | |
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| Abstract | [Display omitted]
•The N-methylation and iridium metalation of porphyrins effectively enhance the binding affinity to C60.•The N-methylated porphyrin binds with C60 to form a 1:1 complex.•The iridium-modified porphyrin binds with C60 to form a 2:1 complex.
The supramolecular interactions of N-methylporphyrin and iridium porphyrin with C60 in toluene solution were investigated using NMR spectroscopy and absorption spectroscopy. Our results demonstrate that both the N-methylation and iridium metalation of porphyrin are effective means to enhance the binding affinity to C60, resulting in 1:1 complexation for N-methylporphyrin/C60 and 2:1 complexation for iridium porphyrin/C60. |
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| AbstractList | [Display omitted]
•The N-methylation and iridium metalation of porphyrins effectively enhance the binding affinity to C60.•The N-methylated porphyrin binds with C60 to form a 1:1 complex.•The iridium-modified porphyrin binds with C60 to form a 2:1 complex.
The supramolecular interactions of N-methylporphyrin and iridium porphyrin with C60 in toluene solution were investigated using NMR spectroscopy and absorption spectroscopy. Our results demonstrate that both the N-methylation and iridium metalation of porphyrin are effective means to enhance the binding affinity to C60, resulting in 1:1 complexation for N-methylporphyrin/C60 and 2:1 complexation for iridium porphyrin/C60. |
| Author | Murakami, Gota Kobayashi, Shuhei Maeda, Yutaka Yamada, Michio |
| Author_xml | – sequence: 1 givenname: Michio orcidid: 0000-0002-6715-4202 surname: Yamada fullname: Yamada, Michio email: myamada@u-gakugei.ac.jp – sequence: 2 givenname: Gota surname: Murakami fullname: Murakami, Gota – sequence: 3 givenname: Shuhei surname: Kobayashi fullname: Kobayashi, Shuhei – sequence: 4 givenname: Yutaka orcidid: 0000-0003-0502-5621 surname: Maeda fullname: Maeda, Yutaka |
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| CitedBy_id | crossref_primary_10_1039_D1NJ03727G crossref_primary_10_1039_D0RA07407A crossref_primary_10_1016_j_chemphys_2024_112280 crossref_primary_10_1016_j_dyepig_2019_107966 crossref_primary_10_1021_acs_joc_0c00072 crossref_primary_10_1016_j_jorganchem_2020_121484 crossref_primary_10_1039_C8NJ00887F crossref_primary_10_1134_S0036023619140110 crossref_primary_10_1016_j_molliq_2019_01_025 crossref_primary_10_3390_molecules27248900 |
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| Keywords | Fullerenes Complexation Titration experiment Job plot analysis Porphyrins Supramolecular chemistry |
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•The N-methylation and iridium metalation of porphyrins effectively enhance the binding affinity to C60.•The N-methylated porphyrin binds... |
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| SubjectTerms | Complexation Fullerenes Job plot analysis Porphyrins Supramolecular chemistry Titration experiment |
| Title | Enhancing solution-phase supramolecular interactions between monomeric porphyrins and [60]fullerene by simple chemical modification |
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