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Acyclic Oligopyrrolic Anion Receptors

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Anion Recognition in Supramolecular Chemistry

Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 24))

Abstract

Recent progress in the guest-binding and supramolecular chemistry of anion-responsive acyclic oligopyrroles is summarized here in this chapter. The hydrogen-bonding properties of the pyrrole NH sites determine anion binding in acylic oligopyrroles such as guanidinocarbonyl and amidopyrroles, dipyrrins and their analogs, dipyrrolylquinoxalines, and boron complexes of dipyrrolyldiketones. Linear oligopyrroles can be incorporated as subunits in various macromolecules and complexes by means of covalent and noncovalent interactions; in fact, boron complexes of dipyrrolyldiketones form assembled structures and, with the appropriate substituents, soft materials such as anion-responsive supramolecular gels.

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Notes

  1. 1.

    As one of the other examples.

  2. 2.

    Maeda et al. discovered the formation of multicrystalline systems of 144 and have since been investigating the photophysical and electric conductive properties of the single-crystal state with the aim of discovering the unique properties possible because of the ordered assembly of π-conjugated molecules [131].

  3. 3.

    Emission quantum yield (φ F) of 154 is under further validation. Further, other elements besides fluorine and oxygen can also be introduced at the boron moiety [133].

  4. 4.

    Anion additives may not always act simply as inhibitors but may also be exploited as building units in soft materials. From this point of view, structural modifications to anion receptors and the choice of appropriate combinations of anions, cations, receptors, and solvents are currently being investigated in order to harness the fascinating properties of supramolecular gels that are sensitive to chemical stimuli [146].

  5. 5.

    Recently, liquid crystal properties of BF2 complexes of dipyrrolyldikerones have been revealed revealed [150].

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Acknowledgments

The contributions of the Maeda group reported herein were supported by Grants-in-Aid for Young Scientists (B) (No. 17750137, 19750122, 21750155) and Scientific Research in a Priority Area “Super-Hierarchical Structures” (No. 18039038, 19022036) from the Ministry of Education, Culture, Sports, Science and Technology (MEXT), Izumi Science and Technology Foundation, Iketani Science Technology Foundation, Mitsubishi Chemical Corporation Fund, Kumagai Foundation for Science and Technology, Nissan Science Foundation, Saneyoshi Scholarship Foundation, the Japan Securities Scholarship Foundation, the Science and Technology Foundation of Japan, Shorai Foundation for Science and Technology, and the Kao Foundation for Arts and Sciences, the matching fund subsidies for private universities from the MEXT, 2003–2008 and 2009–2014, and the Ritsumeikan Global Innovation Research Organization (R-GIRO) project, 2008–2013.

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Authors and Affiliations

  1. College of Pharmaceutical Sciences, Institute of Science and Engineering, Ritsumeikan University, Kusatsu, 525–8577, Japan

    Hiromitsu Maeda

  2. PRESTO, Japan Science and Technology Agency (JST), Kawaguchi, 332–0012, Japan

    Hiromitsu Maeda

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  1. Hiromitsu Maeda
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Correspondence to Hiromitsu Maeda .

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Editors and Affiliations

  1. School of Chemistry, University of Southampton, Southampton, SO17 1BJ, United Kingdom

    Philip A. Gale

  2. Dept. Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200 F, Leuven, 3001, Belgium

    Wim Dehaen

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Maeda, H. (2010). Acyclic Oligopyrrolic Anion Receptors. In: Gale, P., Dehaen, W. (eds) Anion Recognition in Supramolecular Chemistry. Topics in Heterocyclic Chemistry, vol 24. Springer, Berlin, Heidelberg. https://doi.org/10.1007/7081_2010_32

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