Design and Synthesis of Dynamic Planar Chiral Medium-sized Cyclic Molecule
| Project/Area Number |
16H04113
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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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| Research Field |
Organic chemistry
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| Research Institution | Kyushu University |
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Principal Investigator |
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| Research Collaborator |
Igawa Kazunobu
Kawasaki Yuuya
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| Project Period (FY) |
2016-04-01 – 2019-03-31
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| Project Status |
Completed (Fiscal Year 2018)
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| Budget Amount *help |
¥17,290,000 (Direct Cost: ¥13,300,000、Indirect Cost: ¥3,990,000)
Fiscal Year 2018: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2017: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2016: ¥9,490,000 (Direct Cost: ¥7,300,000、Indirect Cost: ¥2,190,000)
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| Keywords | 有機合成化学 / 分子キラリティー / 動的面不斉分子 / 機能性キラル分子 / 不斉合成 |
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| Outline of Final Research Achievements |
We performed systematic study on dynamic planar chiral heterocycles: nine-membered E,Z-diallylic heterocycles and [7]-orthocyclphenes, and found that their stereochemical stabilities are highly dependent on substituent on the E-alkene, embedded heteroatom X in the ring, and ring size. Also we have found that stereochemical stability of the planar chiral molecules can be controlled by addition of Lewis acid. Furthermore, we have developed dynamic asymmetric induction method which provides enantioenriched forms of the planar chiral molecules.
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| Academic Significance and Societal Importance of the Research Achievements |
キラル分子の研究は化学の基礎や生命現象の本質を理解するために重要である．その主たる対象は炭素中心性不斉を有するキラル分子であった．これに対して本研究では，我々が先に見出した動的面不斉を有する中員環分子という新規なキラル分子を対象として系統的な研究を行い，その学理を探求した．また，その立体化学を外的キラル因子の影響で変化させて制御する動的不斉誘起法の開発に成功した．
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Report
(4 results)
Research Products
(42 results)
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[Journal Article] Preparation of Enantioenriched Chiral Organic Molecules by Dynamic Asymmetric Induction from Outer Chiral Source2019
Author(s)
Igawa, K.; Kawasaki, Y.; Ano, Y.; Kashiwagi, T.; Ogawa, K.; Hayashi, J.; Morita, R.; Yoshioka, Y.; Kazuhiro, U.; Tomooka, K.
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Journal Title
Chemistry Letters
Volume: 48
NAID
Related Report
Peer Reviewed / Open Access
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