Supramolecular Interaction of Fullerenes with a Curved π-Surface of a Monomeric Quadruply Ring-Fused Porphyrin

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  • Supramolecular Interaction of Fullerenes with a Curved π‐Surface of a Monomeric Quadruply Ring‐Fused Porphyrin

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Abstract

<jats:title>Abstract</jats:title><jats:p>Molecular binding of fullerenes, C<jats:sub>60</jats:sub> and C<jats:sub>70</jats:sub>, with the Zn<jats:sup>II</jats:sup> complex of a monomeric ring‐fused porphyrin derivative (<jats:bold>2</jats:bold>‐py) as a host molecule, which has a concave π‐conjugated surface, has been confirmed spectroscopically. The structures of associated complexes composed of fullerenes and <jats:bold>2</jats:bold>‐py were explicitly established by X‐ray diffraction analysis. The fullerenes in the 2:1 complexes, which consist of two <jats:bold>2</jats:bold>‐py molecules and one fullerene molecule, are fully covered by the concave surfaces of the two <jats:bold>2</jats:bold>‐py molecules in the crystal structure. In contrast, in the crystal structure of the 1:1 complex consisting of one <jats:bold>2</jats:bold>‐py molecule and one C<jats:sub>60</jats:sub> molecule, the C<jats:sub>60</jats:sub> molecule formed a π–π stacked pair with a C<jats:sub>60</jats:sub> molecule in the neighboring complex using a partial surface, which was uncovered by the <jats:bold>2</jats:bold>‐py molecule. Additionally, the molecular size of fullerene adopted significantly affects the <jats:sup>1</jats:sup>H NMR spectral changes and the redox properties of <jats:bold>2</jats:bold>‐py upon the molecular binding.</jats:p>

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