High fidelity self-sorting assembling of meso-cinchomeronimide appended meso-meso linked Zn(II) diporphyrins

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作者
Kamada, Taisuke [1 ]
Aratani, Naoki [1 ]
Ikeda, Toshiaki [1 ]
Shibata, Naoki [2 ,3 ]
Higuchi, Yoshiki [2 ,3 ]
Wakamiya, Atsushi [4 ]
Yamaguchi, Shigehiro [4 ]
Kim, Kil Suk [5 ]
Yoon, Zin Seok [5 ]
Kim, Dongho [5 ]
Osuka, Atsuhiro [1 ]
机构
[1] Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan
[2] Graduate School of Life Science, University of Hyogo, 3-2-1 Koto, Kamigori-cho, Ako-gun, Hyogo 678-1297, Japan
[3] RIKEN Harima Institute/SPring-8, 1-1-1 Koto, Mikazuki-cho, Sayo-gun, Hyogo 679-5248, Japan
[4] Department of Chemistry, Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan
[5] Center for Ultrafast Optical Characteristics Control, Department of Chemistry, Yonsei University, Seoul 120-749, Korea, Republic of
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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 7in-in; 7in-out; and; 7out-out; respectively; through almost perfect discrimination of enantiomeric and conformational differences of the mesocinchomeronimide 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 7in-in; the tetarmer from 7in-out; and the pentamer from 7out-out. Cyclic structures of (2)3 and (R-7out-out)5 have been determined by single-crystal X-ray diffraction analysis. © 2006 American Chemical Society;
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页码:7670 / 7678
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