Development of aromatic/antiaromatic dehydroannulenes aiming at the rational tuning of the electronic properties
Project/Area Number |
23750033
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Research Category |
Grant-in-Aid for Young Scientists (B)
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Allocation Type | Multi-year Fund |
Research Field |
Organic chemistry
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Research Institution | Gunma University |
Principal Investigator |
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Project Period (FY) |
2011 – 2012
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Project Status |
Completed (Fiscal Year 2012)
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Budget Amount *help |
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2012: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2011: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
|
Keywords | デヒドロアヌレン / パイ電子系 / 超分子構造 / 反芳香族性 / 共役環状分子 / 超分子化学 / アセチレン |
Research Abstract |
In this study, dehydroannulenes annulated at the 9,10-positions of tetraalkoxyphenanthrene have been designed and synthesized, and their various properties have been investigated in detail. Various spectroscopic studies and theoretical calculations clearly indicated that the annulation at the 9,10-positions of phenanthrene into a dehydroannulene ring enhances the tropicities and decreases the HOMO-LUMO gaps as compared to the benzannulation. Dehydro[12]- and [18]annulenes produced1D self-assembling clusters with high aspect ratios, which differed in the morphology and crystallinity depending on the topology of the annulene ring and the length of appended chains. Moreover, [12]- and [18]annulenes formed liquid crystals due to the phase separation facilitated by the flexible decyloxy side chains.
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Report
(3 results)
Research Products
(26 results)
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[Journal Article] Tetraalkoxyphenanthrene-Fused Dehydroannulenes: Synthesis, Electronic, Optical, and Electrochemical Properties, and Self-Assembly2013
Author(s)
Shin-ichiro Kato, Nobutaka Takahashi, Hidekazu Tanaka, Atsushi Kobayashi, Toshitada Yoshihara, Seiji Tobita, Takeshi Yamanobe, Hiroki Uehara, Yosuke Nakamura
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Journal Title
Related Report
Peer Reviewed
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[Journal Article] Tetraalkoxyphenanthrene-Fused Dehydroannulenes: Synthesis, Electronic, Optical, and Electrochemical Properties, and Self-Assembly2013
Author(s)
Shin-ichiro Kato, Nobutaka Takahashi, Hidekazu Tanaka, Atsushi Kobayashi, Toshitada Yoshihara, Seiji Tobita, Takeshi Yamanobe, Hiroki Uehara, Yosuke Nakamura
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Journal Title
Chem. -Eur. J.
Volume: 未定
Related Report
Peer Reviewed
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[Journal Article] SeijiTobita, Yosuke Nakamura, π-Extended Thiadiazoles Fused with Thienopyrrole or Indole Moieties: Synthesis, Structures, and Properties2012
Author(s)
Shin-ichiro Kato, Takayuki Furuya, Atsushi Kobayashi, Masashi Nitani, Yutaka Ie, Yoshio Aso, Toshitada Yoshihara
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Journal Title
J. Org. Chem
Volume: Vol.77
Pages: 7595-7606
Related Report
Peer Reviewed
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[Journal Article] π-Extended Thiadiazoles Fused with Thienopyrrole or Indole Moieties: Synthesis, Structures, and Properties2012
Author(s)
S.-i. Kato, T. Furuya, A. Kobayashi, M. Nitani, Y. Ie, Y. Aso, T. Yoshihara, S. Tobita, Y. Nakamura
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Journal Title
J. Org. Chem.
Volume: 77
Issue: 17
Pages: 7595-7606
DOI
Related Report
Peer Reviewed
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