2011 Fiscal Year Final Research Report
Stereoselective photocycloaddition reactions based on the orientation control through cation-π interactions
| Project/Area Number |
21550097
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Synthetic chemistry
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| Research Institution | Ochanomizu University |
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Principal Investigator |
YAMADA Shinji お茶の水女子大学, 大学院・人間文化創成科学研究科, 教授 (30183122)
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| Project Period (FY) |
2009 – 2011
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| Keywords | カチオン-π相互作用 / 立体配座制御 / 不斉合成 / ピリジニウム / 光二量化反応 |
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| Research Abstract |
Photodimerization reaction of pyridine containing alkenes were investigated both in solution and solid phases under the controlling the orientation of molecules through cation-π interactions. When irradiation of the alkene was carried out in solution, various stereoisomeric dimers were produced. On the other hand, the selectivity was significantly increased in the presence of HCl. This strongly suggests the contribution of cation-π interactions in the orientation of molecules. The solid-state reactions of the corresponding HCl salts produced HT dimers in high selectivities, also suggesting the remarkable contribution of the cation-π interactions.
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