| Summary: | 碩士 === 國立成功大學 === 化學系碩博士班 === 101 === The main goal of this research is using a simple synthetic method for the preparation of highly curved bowl-shaped fragments of fullerenes. Several decades ago, FVP was widely used for the synthesis of buckybowls, but there were several limitations. Compared with traditional FVP, metal-catalyzed bond formation is under mild condition and in solution phase. Herein, we hope to synthesis buckybowls by utilizing palladium-catalyzed reactions.
Highly curved buckybowls 2731 were synthesized from fluoranthene derivatives by using straightforward palladium-catalyzed cyclization reactions. Buckybowls 2729 are fragments of C60, whereas 30 and 31 are unique subunits of C70. The curved structures have been identified by X-ray crystallography, and they have large bowl depths. The maximum POAV pyramidalization angle in both 27 and 28 was 12.8º. Such high curvature is very rarely obtained. The chiral resolution of mono-substituted buckybowl 29 by chiral HPLC was also investigated.
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