Development of highly selective asymmetric photoreactions controlled by the structure of ionic liquids
| Project/Area Number |
25870437
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Organic chemistry
Synthetic chemistry
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| Research Institution | Nara Institute of Science and Technology |
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Principal Investigator |
NISHIYAMA Yasuhiro 奈良先端科学技術大学院大学, 物質創成科学研究科, 助教 (00581430)
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| Project Period (FY) |
2013-04-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
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| Keywords | イオン液体 / 不斉光反応 / キラルテンプレート / キラリティ制御 / メンチル基 / イミダゾリウムカチオン / アンモニウムカチオン / アニオン交換 / [2+2]光付加環化 / エナンチオ区別 / 不斉補助基 / キラル制御 / 有機光反応 / [2+2]光環化付加反応 / 立体化学制御 / キラル溶媒 |
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| Outline of Final Research Achievements |
In this research, we aimed for the highly enantioselective photoreaction by using chiral ionic liquids, which structure can be controlled as desired, as chiral template. Because menthol derivatives as chiral auxiliaries successfully proceed the highly diastereoselective photoreactions, we synthesized the chiral ionic liquid possessing both the menthyl group and imidazolium group; however, no chiral induction was observed. In case of the ammonium salt having the menthyl group, chiral ionic liquids could not be synthesized. On the other hand, the primary ammonium salt having the menthyl group can cause the enantioselective photoreaction. Furthermore, the chirality of the obtained major product is different from the chirality of the major product obtained by the primary menthyl amine. This result means the functional group of chiral template can control the product chirality although the product chirality is usually controlled by the chirality of chiral template.
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Report
(4 results)
Research Products
(11 results)
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[Presentation] 反応場制御による不斉光反応の高効率化2014
Author(s)
西山靖浩, 寺尾公維, 森 亮太, 垣内喜代三
Organizer
2014年 光化学討論会
Place of Presentation
北海道大学 札幌キャンパス (北海道札幌市)
Year and Date
2014-10-11 – 2014-10-13
Related Report
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