High fidelity self-sorting assembling of meso-cinchomeronimide appended meso-meso linked Zn(II) diporphyrins |
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Authors: | Kamada Taisuke Aratani Naoki Ikeda Toshiaki Shibata Naoki Higuchi Yoshiki Wakamiya Atsushi Yamaguchi Shigehiro Kim Kil Suk Yoon Zin Seok Kim Dongho Osuka Atsuhiro |
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Institution: | Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, Japan. |
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Abstract: | In noncoordinating solvents, meso-cinchomeronimide appended Zn(II) porphyrin 2 forms a cyclic trimer, while diporphyrins 7 exhibit high-fidelity self-sorting assembling to form discrete cyclic trimer, tetramer, and pentamer with large association constants from 7(in-in), 7(in)(-)(out), and 7(out-out), respectively, through almost perfect discrimination of enantiomeric and conformational differences of the meso-cinchomeronimide substituents. In the latter self-sorting processes, the dihedral angles dictated by the two pyridyl nitrogen atoms control the size of the aggregates; the trimer from 7(in-in), the tetarmer from 7(in)(-)(out), and the pentamer from 7(out-out). Cyclic structures of (2)(3) and (R-7(out-out))(5) have been determined by single-crystal X-ray diffraction analysis. |
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