Photochemical Synthesis of Novel Heterocyclic Compounds Using Flow Micro Reactor
Project/Area Number |
26410049
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Research Category |
Grant-in-Aid for Scientific Research (C)
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Allocation Type | Multi-year Fund |
Section | 一般 |
Research Field |
Organic chemistry
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Research Institution | Nara Institute of Science and Technology |
Principal Investigator |
Mizuno Kazuhiko 奈良先端科学技術大学院大学, 物質創成科学研究科, 客員教授 (10109879)
|
Project Period (FY) |
2014-04-01 – 2017-03-31
|
Project Status |
Completed (Fiscal Year 2016)
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Budget Amount *help |
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
|
Keywords | フロー系マイクロリアクター / エキシプレックス / 分子内光環化反応 / ヘテロ環化合物 / 光誘起電子移動反応 / [2+2]光環化付加反応 / FEPチューブ / 分子内環化付加反応 / 含窒素ヘテロ環化合物 / 含酸素ヘテロ環化合物 |
Outline of Final Research Achievements |
Intramolecular photocyclization by use of flow micro reactor was examined for synthesis of novel heterocyclic compounds in highly efficient and selective photoreaction. Irradiation of benzene solution containing 1-cyanonaphthalene derivatives tethered by prenyl or vinyloxy group at 2- or 4-position afforded intramolecular [2+2] photocycloadduct as heterocyclic compound. The photoreaction using flow micro reactor (1 mm diameter, 2-5 m length FEP tubing) was much faster than that in the batch system (10 mm diameter, 20 cm length, Pyrex glass tubing). Similar photoreaction of phenanthrene and aniline tethered by methylene chain (n=2~5) afforded spiro-compounds (n=3, 5) and 9-methylene-9,10-dihydrophenanthrene (n=2) in high yields when flow micro reactor system was used.
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Report
(4 results)
Research Products
(43 results)
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[Journal Article] Electron-Transfer Reactions Triggered by Neutral or Cationic Photosensitizer: Methodology for Generation of o-Quinodimethane and Analysis of Back Electron-Transfer Process.2017
Author(s)
Matsui, Y.; Ikeda, T.; Takahashi, Y.; Kamata, M.; Akagi, M.; Ohya, Y.; Fujino, R.; Namai, H.; Ohta, E.; Ogaki, T.; Miyashi, T.; Tero-Kubota, S.; Mizuno, K.; Ikeda, H
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Journal Title
Asian J. Org. Chem.
Volume: 2017
Related Report
Peer Reviewed / Open Access
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[Presentation] 摩訶不思議な電子移動反応性中間体2014
Author(s)
水野一彦
Organizer
第10回有機電子移動化学若手の会
Place of Presentation
羽島温泉かんぽの宿 ( 岐阜県羽島市 )
Year and Date
2014-06-27 – 2014-06-28
Related Report
Invited
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