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2 upper rim [6] (II) (II) X (saloph) This research project aims to develop novel metal-containing nanotubes by metal-assisted self-assembly of macrocyclic ligands with a defined diameter. As a building block, cylindrical and disc-shaped ligands were designed and the construction of tubular structures by metal-assisted self-assembly was investigated. A calix[6]arene-based ligand bearing pyridyl groups at the upper rim was synthesized. The complexation of the ligand with palladium(ii) afforded coordination polymer that presumably has a tubular structure. When a macrocyclic hexaoxime ligand was reacted with zinc(ii) acetate, a dimeric hexanuclear complex with a unique structure was formed. The structure of the complex was determined by X-ray crystallography. Metal-assisted self-aggregation of a dinickel(ii) metallohost obtained from a disc-shaped bis(saloph) ligand was also studied
3 １ 研究開始当初の背景 近年 カーボンナノチューブをはじめとす る芳香族チューブ状分子の物性や機能が注 目されている これらのチューブの内部空間 は多数の分子やイオンを取り込む場として 機能するだけでなく 物質移動の場としても 興味深い しかしながら 特にカーボンナノ チューブ類はアーク放電やレーザーアブレ ーションなどによって作成されるため その 長さや径を完全にそろえるのは容易ではな い また 官能基化についても多くの研究例 が知られているが 狙った位置に望みのヘテ ロ原子や金属元素 金属配位部位を導入する ことは一般に困難であった 従って カーボ ンナノチューブを切り出したような径の定 まった円筒型分子をビルディングブロック として これを連結してチューブを構築する 方法が求められていた ２ 研究の目的 本研究では チューブ状構造のビルディン グブロックとなるような新規な円筒型有機 配位子の開発を行う また その配位子を金 属と錯形成させることにより連結し チュー ブ構造の錯体の構築を目指すこととした ３ 研究の方法 錯形成によりチューブ構造を構築すると いうコンセプト 下図 のもと チューブ構 造のビルディングブロックとなるような円 筒型配位子を各種設計した それぞれの大環状配位子は 有機化学的手 法により以下のように合成した upper rim に ピリジル基をもつカリックス[6]アレーン配 位子 1 は 大量合成の容易な p-tert-ブチルカ リックス[6]アレーンから 5 段階の反応により 合成した p-ヒドロキシカリックス[6]アレー ンに 4-ピリジルメチル基を導入することに より合成した また 大環状ヘキサオキシム 配位子 2 は 2,3-ジヒドロキシベンゼン-1,4ジカルバルデヒドと 1,2-ビス アミノオキシ エタンを亜鉛(II) ランタン(III)テンプレート のもと反応させることにより合成した ディ スク状構造を持つ大環状ビス(saloph)配位子 3 は 3,3'-オキシビス(2-ヒドロキシベンズアル デヒド)と o-フェニレンジアミンの反応によ り合成した これらの配位子 1 3 の錯形成に よるチューブ構造の形成について各種スペ クトルから検討した ４ 研究成果 円筒型配位子として upper rim にピリジル 基をもつカリックス[6]アレーン配位子 1 を用 い この配位子とパラジウム(II)との錯形成を 行った その結果 錯形成と同時に沈澱が生 成し その化学量論は約 1:3 であると見積も られた この結果から この配位子 1 の錯形 成では配位ポリマーが生成したと考えられ る 配位子 1 の 1H NMR による配座解析から この配位子 1 は溶液中でほとんど 1,2,3-alternate 型の配座として存在しているこ とが明らかとなっており 得られた沈澱は この配座を保ったまま金属と錯形成して無 限鎖を形成したチューブ構造を持つ物質だ と考えられる 大環状ヘキサオキシム配位子 2 の錯形成に よる集積構造の形成についても検討した 大 環状ヘキサオキシム配位子 2 は 三つの N2O2 型配位部位を持つため 3 当量の金属イオン との錯形成による三核メタロホストの生成 が予想され メタロナノチューブの構成ユニ ットとして期待される 配位子 2 を 3 当量の 酢酸亜鉛(II)と反応させたところ 予想に反し て LZn3-Zn2-H2Zn (H6L = 2)の構造を持つ六核 錯体が得られた 円盤状のビス(saloph)配位子 3 のニッケル (II)との錯形成では 二核メタロホストが収率 よく得られた このメタロホストは中央部に 6 個の酸素原子で囲まれた空孔を持つ この 錯形成による自己集合について 1H NMR スペ
4 1:1 2:1, 3: Nuclearity Control of Trisaloph Zinc Cluster Complex Dependent on Minute Structural Difference in Bridging Anions Yamamura, M.; Miyazaki, H.; Iida, M.; Akine, S.; Nabeshima, T. Inorg. Chem. 2011, in press 2. Multi-step Oligometal Complexation of Macrocyclic Tris(N 2 O 2 ) Hexaoxime Ligand Akine, S.; Sunaga, S.; Nabeshima, T. Chem. Eur. J. 2011, in press 3. Highly cooperative double metalation of a bis(n 2 O 2 ) ligand based on bipyridine-phenol framework driven by intramolecular π-stacking of square planar nickel(ii) complex moieties Akine, S.; Shimada, T.; Nagumo, H.; Nabeshima, T. Dalton Trans. 2011, in press 4. Wheel-Shaped Er III Zn II 3 Single-Molecule Magnet: A Macrocyclic Approach to Designing Magnetic Anisotropy Yamashita, A.; Watanabe, A.; Akine, S.; Nabeshima, T.; Nakano, M.; Yamamura, T.; Kajiwara, T. Angew. Chem., Int. Ed. 2011, 50, Synthesis of acyclic tetrakis- and pentakis(n 2 O 2 ) ligands for single-helical heterometallic complexes with a greater number of winding turns Akine, S.; Matsumoto, T.; Sairenji, S.; Nabeshima, T. Supramol. Chem. 2011, 23, Spontaneous enrichment of one-handed helix by dissolution of quasiracemic crystals of a tetranuclear single helical complex Akine, S.; Hotate, S.; Matsumoto, T.; Nabeshima, T. Chem. Commun. 2011, 47, Dinuclear complexes of the N 2 O 2 oxime chelate ligand with zinc(ii)-lanthanide(iii) as a selective sensitization system for Sm 3+ Akine, S.; Utsuno, F.; Taniguchi, T.; Nabeshima, T. Eur. J. Inorg. Chem. 2010, Synthesis of Ag + -selective dipalladium(ii) metallohost based on O-alkyloxime bis(n 2 SO) ligands Akine, S.; Akimoto, A.; Nabeshima, T. Phosphorus Sulfur Silicon Relat. Elem. 2010, 185, Modulation of multi-metal complexation behavior of tetraoxime ligand by covalent transformation of olefinic functionalities Akine, S.; Kagiyama, S.; Nabeshima, T. Inorg. Chem. 2010, 49, Metallo-supramolecular Systems for Synergistic Functions Based on Unique Arrangement of Ligation Sites Nabeshima, T.; Akine, S.; Ikeda, C.; Yamamura, M. Chem. Lett. 2010, 39, Highly efficient regulation of cation recognition and promotion of self-assembly by metalation of macrocyclic bis(n 2 O 2 ) ligand with nickel(ii) Akine, S.; Utsuno, F.; Nabeshima, T. Chem. Commun. 2010, 46, Cyclic and acyclic oligo(n 2 O 2 ) ligands for cooperative multi-metal complexation Akine, S.; Nabeshima, T. Dalton Trans. 2009, (Dalton Perspectives). 13. Selective binding of benzenediol derivatives by simultaneous non-covalent interactions in bis-pt(ii) aza-aromatic host guest system Trokowski, R.; Akine, S.; Nabeshima, T. Dalton Trans. 2009, Visible and Near-infrared Luminescence of Helical Zinc(II)-Lanthanide(III) Trinuclear Complexes Having Acyclic Bis(N 2 O 2 ) Oxime Ligand Akine, S.; Utsuno, F.; Nabeshima, T. IOP Conf. Ser.: Mater. Sci. Eng. 2009, 1, Multiple Folding Structures Mediated by Metal Coordination of Acyclic Multidentate Ligand Akine, S.; Morita, Y.; Utsuno, F.; Nabeshima, T. Inorg. Chem. 2009, 48,
5 34 1. (saloph) (II) [6] LnZn peri (II)- (III) Pt II Trisaloph (II) ErZn ( - ) salen Hiroki Nagumo, Shigehisa Akine, Tatsuya Nabeshima, Synthesis and formation of helically twisted stacking structure of helical dinuclear complexes The Third International Symposium on Interdisciplinary Materials Science (ISIMS-2011), Tsukuba, Japan, Yuki Hasegawa, Masaki Yamamura, Shigehisa Akine, Tatsuya Nabeshima, Molecular Recognition of a Novel Cleft Host Bearing Terpyridine Platinum(II) Complexes The Third International Symposium on Interdisciplinary Materials Science (ISIMS-2011), Tsukuba, Japan, Daisuke Kusama, Shigehisa Akine, Tatsuya Nabeshima, Conformational Conversion of Calix[6]arenes Having Electron-donating Groups by Recognition of Electron Deficient Organic Guest The Third International Symposium on Interdisciplinary Materials Science
6 (ISIMS-2011), Tsukuba, Japan, Aika Yamashita, Akiko Watanabe, Takashi Kajiwara, Shigehisa Akine, Tatsuya Nabeshima, Motohiro Nakano, Tomoo Yamamura, Magnetic anisotropy designed SMM including Er(III) ion The International Chemical Congress of Pacific Basin Societies (Pacifichem 2010), Honolulu, Hawaii, USA, Shigehisa Akine, Tatsuya Nabeshima, Helix inversion and helicity control of single-helical zinc(ii)-lanthanum(iii) oligonuclear complexes, The International Chemical Congress of Pacific Basin Societies (Pacifichem 2010), Honolulu, Hawaii, USA, Aika Yamashita, Akiko Watanabe, Takashi Kajiwara, Shigehisa Akine, Tatsuya Nabeshima, Motohiro Nakano, Tomoo Yamamura, Magnetic Anisotropy Designed SMM Including Er(III) Ion 60th Anniversary Conference on Coordination Chemistry in OSAKA, Osaka, Japan, Shigehisa Akine, Sayaka Hotate, Tatsuya Nabeshima, Helicity Control of Single-Helical Tri- and Tetranuclear Complexes Derived from Acyclic Oligooxime Ligands Joint Symposium of Post 5th International Symposium on Macrocyclic and Supramolecular Chemistry and The 6th Symposium on Host-Guest Chemistry, Osaka, Japan, Shigehisa Akine, Tatsuya Nabeshima, Synthesis and Dynamic Helicity Control of Single-helical Tri- and Tetranuclear Complexes Derived from a Series of Acyclic Oligooxime Ligands 5th International Symposium on Macrocyclic and Supramolecular Chemistry, Nara, Japan, Daisuke Kusama, Shigehisa Akine, Tatsuya Nabeshima, Induced-fit Recognition of Electron-poor Organic Guest by Conformationally Flexible Calix[6]arene Having Electron-donating Groups 5th International Symposium on Macrocyclic and Supramolecular Chemistry, Nara, Japan, Shunjin Piao, Fumihiko Utsuno, Shigehisa Akine, Tatsuya Nabeshima, Synthesis and Cation Recognition of Macrocyclic Salen-type Complex Symposium on Creation of Functional Materials, Tsukuba, Japan, Sayaka Hotate, Shigehisa Akine, Tatsuya Nabeshima, Spontaneous Enrichment of One-handed Helix by Dissolution of Pseudoracemic Crystal of a Helical Metal Complex Symposium on Creation of Functional Materials, Tsukuba, Japan, Hiroki Nagumo, Shigehisa Akine, Tatsuya Nabeshima, Synthesis of Helical Metal Complex Using Oligo(bipyridine-phenol) Ligands Symposium on Creation of Functional Materials, Tsukuba, Japan, Shigehisa Akine Helical Oligooxime Metal Complexes for Ion Recognition The 4th International Symposium on Atomic Technology (ISAT-4), Kobe, Japan, , (Invited). 32. Hiroki Nagumo, Shigehisa Akine, Tatsuya Nabeshima Synthesis and Complexation of Oligo(bipyridine-phenol) Ligand Tsukuba-Hsinchu Bilateral Symposium on Advanced Materials Science and Technology (TSAMS2009), Tsukuba, Japan, Sayaka Hotate, Shigehisa Akine, Tatsuya Nabeshima Spontaneous Enrichment of One-handed Helix by Dissolution of Pseudoracemic Crystals of a Tetranuclear Helical Complex Tsukuba-Hsinchu Bilateral Symposium on Advanced Materials Science and Technology (TSAMS2009), Tsukuba, Japan, Piao Shunjin, Shigehisa Akine, Tatsuya Nabeshima, Synthesis and Cation Recognition of Macrocyclic Metallohost Bearing Two Nickel(II) Complex Moieties Tsukuba-Hsinchu Bilateral Symposium on Advanced Materials Science and Technology (TSAMS2009), Tsukuba, Japan, NTS 2009, pp
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4 Nano Device Technologies From New Functions of Extreme Substances to Telecommunication Technologies 4-1 Controlling Intermolecular Interactions using Nano- Structural Molecules OTOMO Akira, YOKOYAMA
1) Y. Kobuke, K. Hanji, K. Horiguchi, M. Asada, Y. Nakayama, J. Furukawa, J. Am. Chem. Soc., 98, 7414(1976). 2) S. Yoshida, S. Hayano, J. Memb. Sci.,
1) Y. Kobuke, K. Hanji, K. Horiguchi, M. Asada, Y. Nakayama, J. Furukawa, J. Am. Chem. Soc., 98, 7414(1976). 2) S. Yoshida, S. Hayano, J. Memb. Sci., 11, 157(1982). 3) J. D. Lamb, J. J. Christensen, J.
野々山喜代子先生のご退職に寄せて 略 歴 1943年 愛知県に生れる 1966年 愛知教育大学教育部化学科卒業 1966年 市邨学園短期大学助手 1972年 林学園女子短期大学児童教育学科助手 1974年 林学園女子短期大学講師 1977年 林学園女子短期大学助教授 1982年 江南女子短期大学教授
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