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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Bibliographic Details
Published in:	Tetrahedron letters Vol. 58; no. 48; pp. 4514 - 4518
Main Authors:	Yamada, Michio, Murakami, Gota, Kobayashi, Shuhei, Maeda, Yutaka
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 29-11-2017
Subjects:	Complexation Fullerenes Job plot analysis Porphyrins Supramolecular chemistry Titration experiment Fullerenes Complexation Titration experiment Job plot analysis Porphyrins Supramolecular chemistry
Online Access:	Get full text
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Summary:	[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.
ISSN:	0040-4039 1873-3581
DOI:	10.1016/j.tetlet.2017.10.037