Halide Anion Mediated Dimerization of a meso‐Unsubstituted N‐Confused Porphyrin |
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| Authors: | Hiroyuki Furuta Prof. Dr. Hideki Nanami Tatsuki Morimoto Dr. Takuji Ogawa Prof. Dr. Vladimir Král Dr. Jonathan L. Sessler Prof. Dr. Vincent Lynch Dr. |
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| Affiliation: | 1. Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Fukuoka 819‐0395, Japan, Fax: (+81)?92‐802‐2865;2. PRESTO, Japan Science and Technology Agency (JST), Kawaguchi 332‐0012, Japan;3. Department of Chemistry, Faculty of Sciences, Ehime University, Matsuyama 790‐8577, Japan;4. Research Center for Molecular‐Scale Nanoscience, Institute for Molecular Science, Okazaki 444‐8787, Japan;5. Department of Chemistry and Biochemistry, Institute of Cellular and Molecular Biology, The University of Texas at Austin, Austin, TX 78712‐0165, USA, Fax: : (+1)?512‐471‐7550 |
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| Abstract: | The new N‐confused porphyrin (NCP) derivatives, meso‐unsubstituted β‐alkyl‐3‐oxo N‐confused porphyrin (3‐oxo‐NCP) and related macrocycles, were synthesized from appropriate pyrrolic precursors by a [3+1]‐type condensation reaction. 3‐Oxo‐NCP forms a self‐assembled dimer in dichloromethane that is stabilized by complementary hydrogen‐bonding interactions arising from the peripheral amide‐like moieties. The protonated form of 3‐oxo‐NCP was observed to bind halide anions (F?, Cl?) through the outer NH and the inner pyrrolic NH groups, thus affording a dimer in dichloromethane. The structure of the chloride‐bridged dimer in the solid state was determined by X‐ray diffraction analysis. |
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| Keywords: | anion binding anion recognition dimerization N‐confused porphyrins porphyrins |
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