2011 Fiscal Year Final Research Report
A GENERAL METHOD FOR THE SYNTHESIS OF POLYCYCLIC AROMATIC HYDROCARBONS BASED ON SEQUENCIAL CATIONIC CYCLIZATIONS
| Project/Area Number |
20350016
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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 | University of Tsukuba (2009-2011)
Ibaraki University (2008) |
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Principal Investigator |
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| Project Period (FY) |
2008 – 2011
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| Keywords | カルボカチオン / フルオロアルケン / フルオロアレン / 分子内環化 / Friedel-Crafts反応 / 縮合 / 芳香族化合物 |
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| Research Abstract |
Fluorine substituent has an α-cation-stabilizing effect as well as a leaving-group ability as a fluoride ion. Using these two properties in combination allows α-fluoro carbocations to be readily generated from fluoroalkenes and fluoroallenes. We have succeeded in highly efficient and selective domino and tandem cyclizations, which proceed via the α-fluoro carbocations to construct PAHs such as helicenes and acenes including higher-order helicenes. Moreover, fluorinated PAHs are produced by our methods. In the course of study, we have also established facile methods for the syntheses of 1, 1-difluoroalkenes and 1, 1-difluoroallenes as starting materials of our cyclizations.
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Research Products
(28 results)
