title: π-Electron Systems That Form Planar and Interlocked Anion Complexes and Their Ion-Pairing Assemblies.
abstract: Interactions between designed charged species are important for the ordered arrangements of π-electron systems in assembled structures. As precursors of π-electron anion units, new arylethynyl-substituted dipyrrolyldiketone boron complexes, which showed anion-responsive behavior, were synthesized. They formed a variety of receptor-anion complexes ([1+1] and [2+1] types) in solution, and the stabilities of these complexes were discussed in terms of their thermodynamic parameters. Solid-state ion-pairing assemblies of [1+1]- and [2+1]-type complexes with countercations were also revealed by single-crystal X-ray analysis. In particular, a totally charge-segregated assembly was constructed based on negatively and positively charged layers fabricated from [2+1]-type receptor-anion complexes and tetrabutylammonium cations, respectively. Furthermore, the [1+1]-type anion complex of the receptor possessing long alkyl chains exhibited mesophases based on columnar assembled structures with contributions from charge-by-charge and charge-segregated arrangements, which exhibited charge-carrier transporting properties.
authors.affiliation: College of Pharmaceutical Sciences, Ritsumeikan University, Kusatsu 525-8577 (Japan).
authors.forename: Ryohei
authors.initials: R
authors.lastname: Yamakado
authors.affiliation: Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Kyoto 615-8510 (Japan).
authors.forename: Tsuneaki
authors.initials: T
authors.lastname: Sakurai
authors.affiliation: Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Kyoto 615-8510 (Japan).
authors.forename: Wakana
authors.initials: W
authors.lastname: Matsuda
authors.affiliation: Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Kyoto 615-8510 (Japan).
authors.forename: Shu
authors.initials: S
authors.lastname: Seki
authors.affiliation: Research and Utilization Division, Japan Synchrotron Radiation Research Institute, Sayo 679-5198 (Japan).
authors.forename: Nobuhiro
authors.initials: N
authors.lastname: Yasuda
authors.affiliation: Graduate School of Natural Science and Technology, Kanazawa University, Kanazawa 920-1192 (Japan).
authors.forename: Shigehisa
authors.initials: S
authors.lastname: Akine
authors.affiliation: College of Pharmaceutical Sciences, Ritsumeikan University, Kusatsu 525-8577 (Japan). maedahir@ph.ritsumei.ac.jp.
authors.forename: Hiromitsu
authors.initials: H
authors.lastname: Maeda
keywords: anions; interlocked complexes; ion pairs; pi interactions; supramolecular chemistry