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Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Phys. Chem. C 2009, 113, 45, 19694-19699
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Anisotropic High Electron Mobility and Photodynamics of a Self-Assembled Porphyrin Nanotube Including C60 Molecules

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Institute for Materials Chemistry and Engineering, Kyushu University, Higashi-ku, Fukuoka 812-8581, Japan, College of Science, Ibaraki University, Bunkyo, Mito 310-8512, Japan, Department of Material and Life Science, Graduate School of Engineering, Osaka University and SORST, Japan Science and Technology Agency (JST), Suita, Osaka 565-0871, Japan, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba 305-8571, Japan, and Department of Applied Chemistry, Graduate School of Engineering, Osaka University and PRESTO, Japan Science and Technology Agency (JST), Suita, Osaka 565-0871, Japan
* To whom correspondence should be addressed. E-mail: [email protected]
†Kyushu University.
‡Ibaraki University.
§Osaka University and SORST (JST).
∥University of Tsukuba.
⊥Osaka University and PRESTO (JST).
Cite this: J. Phys. Chem. C 2009, 113, 45, 19694–19699
Publication Date (Web):October 20, 2009
https://doi.org/10.1021/jp9076849
Copyright © 2009 American Chemical Society
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Abstract

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A cyclic porphyrin dimer (Ni2−CPDPy) linked by butadiyne moieties bearing 4-pyridyl groups includes a C60 molecule inside its cavity in solution to give a 1:1 inclusion complex (C60⊂Ni2−CPDPy). The charge-transfer (CT) band is observed at 645 nm in the UV−vis absorption spectrum of the solution of C60⊂Ni2−CPDPy. In the cyclic voltammogram of C60⊂Ni2−CPDPy, a small anodic shift of the porphyrin oxidation potential and a small cathodic shift of the fullerene reduction potential compared with their original redox potentials are indicative of CT interaction from the porphyrin to C60. In the crystal structure of C60⊂Ni2−CPDPy, a porphyrin nanotube is formed by the self-assembly of Ni2−CPDPy. Ni2−CPDPy molecules link together through nonclassical C−H···N hydrogen bonds and π−π interactions of the pyridyl groups along the crystallographic b axis. The included C60 molecules are linearly arranged in the nanotube to afford a supramolecular peapod. The charge-carrier mobility of the single crystal of C60⊂Ni2−CPDPy was determined by flash-photolysis time-resolved microwave conductivity (FP-TRMC) measurements. It has an anisotropic high electron mobility (∑μ = 0.72 cm2 V−1 s−1) along the linear array of C60 (crystallographic b axis). Femtosecond laser flash photolysis of C60⊂Ni2−CPDPy in the solid state with photoexcitation at the Soret band of the porphyrin shows the formation of a triplet exciplex 3{Ni2−CPDPy···C60}*, which decays with a lifetime of 34 ps to the ground state without observation of a complete charge-separated state.

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Figure showing current transients for thin films sandwiched by Au-semitransparent and Al electrodes and crystallographic data for C60⊂Ni2−CPDPy (CIF format). This material is available free of charge via the Internet at http://pubs.acs.org.

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