2013 Fiscal Year Final Research Report
A Study on Development of Synthetic Method of Oligomers of Novel Pai-Electronic Systems and Their Properties
| Project Area | Organic Synthesis based on Integration of Chemical Reactions. New Methodologies and New Materials |
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| Project/Area Number |
21106015
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| Research Category |
Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
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| Allocation Type | Single-year Grants |
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| Review Section |
Science and Engineering
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| Research Institution | Kyushu University |
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Principal Investigator |
SHINMYOZU TERUO 九州大学, 先導物質化学研究所, 教授 (90037292)
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| Co-Investigator(Kenkyū-buntansha) |
GOTO Kenta 九州大学, 先導物質化学研究所, 助教 (30380538)
TAKEMURA Hiroyuki 日本女子大学, 理学部, 教授 (60183456)
SHIBAHARA Masahiko 大分大学, 教育福祉科学部, 准教授 (60253762)
IDETA Keiko 九州大学, 先導物質化学研究所, 技術職員 (90380542)
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| Project Period (FY) |
2009-07-23 – 2014-03-31
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| Keywords | 反応集積化 / マイクロフロー反応 / マイクロリアクター / ナノチューブ / π電子系 / 分子認識 / 超分子化学 / マクロサイクル |
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| Research Abstract |
For the development of the synthetic method of the artificial molecular tube with a definite molecular weight and high solubility in organic solvents, synthesis of the pyromellitic diimide-based [3+3] macrocycles as the structural units was developed by a combination of microflow and batch reactions. Then bromo- and ethynyl-substituted pyromellitic diimide-based [3+3] macrocycles were synthesized as the precursors. As a basic study for the control of the molecular weight of the product in the oligomerization, coupling reaction of 1,4-diethynylbenzene was examined by a microflow reaction, and found that this method provided much narrower range of the oligomers than that of the batch reaction. An application of this method to the synthesis of the nanotube is in progress. The pyromellitic diimide-based [3+3] macrocycles showed quite interesting inclusion phenomena based on the charge-transfer interaction and self-aggregation phenomena.
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[Journal Article] Synthesis, Physical Properties, and Structure of TIPS-Difuranoacenes2014
Author(s)
Watanabe, M.; Chien, C-T.; Lin, Y-D.; Chang Y. J.; Wen, Y-S.; Goto, K.; Shibahara, M.; Shinmyozu, T.; Chow, T. J
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Journal Title
Tetrahedron Lett
Volume: 55
Pages: 1424-1427
DOI
Peer Reviewed
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[Journal Article] Synthesis and Properties of Novel Crown Ether-annelated 4',5'-Diaza-9'-(1,3-dithiole-2-ylidene)fluorenes and Their Ruthenium(II)Complexes2014
Author(s)
Sako, K.; Kakehi, T.; Nakano, S.; Oku, H.; Shen, X. F.; Iwanaga, T.; Yoshikawa, M.; Sugahara, K.; Toyota, S.; Takemura H.;Shinmyozu, T.; Shiotsuka, M.; Tatemitsu, H
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Journal Title
Tetrahedron Lett
Volume: 55
Pages: 749-752
DOI
Peer Reviewed
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[Journal Article] Synthesis, Crystal Structure and Charge Transporting Properties of Hexacene2012
Author(s)
Watanabe, M.; Chang, Y. J.; Liu, S-W., Chao, T-H., Goto, K.; Islam, Md. Minarul, Yuan, C-H., Tao, Y-T.; Shinmyozu, T.; Chow, T. J
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Journal Title
Nature Chemistry
Volume: 4
Pages: 574-578
DOI
Peer Reviewed
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[Journal Article] 2,1,3-Benzothiadiazole Dimers: Preparation, Structure, and Transannular Electronic Interactions of syn- and anti-[2.2](4,7)Benzothia- diazolophanes2010
Author(s)
Watanabe, M.; Goto, K.; Fujitsuka, M.; Tojo, S.; Majima, T.; Shinmyozu. T
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Journal Title
Bull. Chem. Soc. Jpn
Volume: 83
Pages: 1155-1161
DOI
Peer Reviewed
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[Presentation] A Study of π-Stacked Molecular Wires: Synthesis and Electronic and Photophysical Properties of Donor-Bridge(cyclophane)- Acceptor Systems2011
Author(s)
Shinmyozu, T.; Miyazaki, T.; Fujishige, J-i.; Watanabe, M.; Shibahara, M.; Goto, K.; Fujitsuka, M.; Tojo, S.; Majima, T
Organizer
14th Asian Chemical Congress 2011
Place of Presentation
Bangkok, Thailand
Year and Date
20110905-08
Invited
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[Book] Synthesis, Structure, and Electronic and Photophysical Properties of Donor-Acceptor Cyclophanes, In Organic Structure Design: Applications in Optical and Electronic Devices; Editor Chow, J. T2014
Author(s)
Shibahara, M.; Watanabe, M.; Miyazaki, T.; Fujishige, J-i.; Matsunaga, Y.; Tao, K.; Zhang H.; Goto, K.; Shinmyozu, T
Total Pages
Chapter 3
Publisher
Pan Stanford Publishing Pte. Ltd.: Singapore (in press)
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