2013 Fiscal Year Final Research Report
Design of novel chirality of macrocyclic compound bearing heteroaromatic biaryls
Project/Area Number |
24655083
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Research Category |
Grant-in-Aid for Challenging Exploratory Research
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Allocation Type | Single-year Grants |
Research Field |
Synthetic chemistry
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Research Institution | Kobe University |
Principal Investigator |
MORI Atsunori 神戸大学, 工学(系)研究科(研究院), 教授 (90210111)
|
Project Period (FY) |
2012-04-01 – 2014-03-31
|
Keywords | 分子不斉 / ヘテロ芳香族 / キラルHPLC / CHホモカップリング / 閉環メタセシス / イミダゾール / チオフェン / X線結晶構造解析 |
Research Abstract |
Design of winding-vine-shaped organic molecule was carried out. The obtained compound was found to show molecular asymmetry, which is a molecule with no carbogenic chiral center. Imidazole derivatives as a nitrogen-containing heteroaromatic compound was subjected to CH homocoupling reaction and following ruthenium-catalyzed ring-closing metathesis leading to the compounds showing molecular asymmetry. The structure of the obtained molecule was confirmed by X-ray structure analysis and its chirality was revealed by HPLC analysis with a chiral column. Separation of both enantiomers were also achievled by the resolution with a preparative chiral column. The related compound of molecular asymmetry was also prepared with a thiophene derivative, which was a heteroaromatic compound bearing a sulfur atom.
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