Controlled arrangements of fullerenes within nano space of self-assembling porphyrins

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In order to construct controlled arrangements of fullerenes, we have prepared cyclic porphyrin dimers (M2-CPD, M=Ni, H2), which include fullerenes with high affinities (Kassoc ≈ 105 M-1). These dimers have two self-assembling 4-pyridyl groups at the opposite meso positions. In crystals, inclusion complexes of C60 and PCBM within the nickel dimer (C60 ⊂ Ni2-CPD and PCBM ⊂ Ni2-CPD) result in a linear array of the fullerene molecules in the self-assembled porphyrin nanotube, which is formed by the stacking of the cyclic dimer through the non-classical hydrogen-bonding interactions between pyridyl nitrogens and pyrrole β C-H groups. In contrast, the inclusion complexes of C60 and C70 within the free-base dimer (C60 ⊂ H4-CPD and C70 ⊂ H 4-CPD) afford zigzag arrays of the fullerene molecules without the formation of nanotube structure. Owing to the well-controlled arrangement of C60 above mentioned, C60 ⊂ Ni2-CPD and C60 ⊂ H4-CPD exhibit high electron mobility (∑μ > 0.1 cm2V-1s-1) along the array. Moreover, C60 ⊂ H4-CPD undergoes photoinduced electron transfer from the porphyrin to C60 to produce a charge-separated state.

Original languageEnglish
Pages (from-to)233-234
Number of pages2
Issue number4
Publication statusPublished - Apr 2014

All Science Journal Classification (ASJC) codes

  • General Chemical Engineering


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