Creation of novel conjugated molecules with heavy phenyl anions as building blocks
| Project/Area Number |
18H01963
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Review Section |
Basic Section 33010:Structural organic chemistry and physical organic chemistry-related
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| Research Institution | Kyoto University |
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Principal Investigator |
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| Project Period (FY) |
2018-04-01 – 2021-03-31
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| Project Status |
Completed (Fiscal Year 2020)
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| Budget Amount *help |
¥17,160,000 (Direct Cost: ¥13,200,000、Indirect Cost: ¥3,960,000)
Fiscal Year 2020: ¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2019: ¥6,370,000 (Direct Cost: ¥4,900,000、Indirect Cost: ¥1,470,000)
Fiscal Year 2018: ¥5,980,000 (Direct Cost: ¥4,600,000、Indirect Cost: ¥1,380,000)
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| Keywords | 有機元素化学 / 高周期14族元素 / 芳香族化合物 / フェニルアニオン / 共役形化合物 / 共役系化合物 |
|---|
| Outline of Final Research Achievements |
The synthesis of silabenzenyl anion in which the anion carbon of the phenyl anion was replaced with silicon was investigated, and a cyclic polyanion was obtained, suggesting the formation of silabenzenyl anion. The silicon system was found to be extremely reactive unlike the previously reported germanium and tin systems.
In addition, we investigated the reactions of germabenzenyl anion with various electrophiles and found a unique reactivity of exchange of heavy elements in the aromatic ring with 1,2-dibromodimethalene. In the reactions with chalcogen donors, we succeeded in the synthesis of heavy analogues of phenoxide, and the concept of "charge repulsion" applied to the stabilization of "heavy phenyl anions" can stabilize other highly reactive species.
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| Academic Significance and Societal Importance of the Research Achievements |
重いフェニルアニオンは、母体であるフェニルアニオンとは大きく異なる反応性を示し、それを活用することで種々の未踏分子の合成が可能になった。また安定化に利用可能な置換基が限定的であった「重いベンゼン」の化学をさらに拡張させる点で学術的にも意義が大きい。
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Report
(4 results)
Research Products
(68 results)
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[Journal Article] Discovery of Self‐Assembling Small Molecules as Vaccine Adjuvants2020
Author(s)
Jin Shuyu、Vu Hue Thi、Hioki Kou、Noda Naotaka、Yoshida Hiroki、Shimane Toru、Ishizuka Shigenari、Takashima Ippei、Mizuhata Yoshiyuki、Beverly Pe Kathleen、Ogawa Tetsuya、Nishimura Naoya、Packwood Daniel、Tokitoh Norihiro、Kurata Hiroki、Yamasaki Sho、Ishii Ken J.、Uesugi Motonari
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Journal Title
Angewandte Chemie International Edition
Volume: 60
Issue: 2
Pages: 961-969
DOI
NAID
Related Report
Peer Reviewed / Int'l Joint Research
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[Presentation] Synthetic Studies of 1-Germaazulene2019
Author(s)
T. Oshiro, Y. Mizuhata, N. Tokitoh
Organizer
The 16th International Conference on the Coordination and Organometallic Chemistry of Germanium, Tin, and Lead (ICCOC-GTL 2019), Saitama, Japan
Related Report
Int'l Joint Research
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