Sumanene and method for manufacturing the same

Chemistry of hydrocarbon compounds – Compound or reaction product mixture – Aromatic

Reexamination Certificate

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C977S734000

Reexamination Certificate

active

07435859

ABSTRACT:
The present invention provides Sumanene, its derivative and a method for manufacturing Sumanene and its derivative. As shown by a below-described scheme, benzotris(norbornadiene) (a below formula (87)) is firstly synthesized from norbornadiene (a below formula (86)). Then, the compound is subjected to a metathesis reaction so as to synthesize hexahydrosumanene (a below formula (88)), and it is dehydrogenized so as to obtain Sumanene (a below formula (84)). Thereby, Sumanene can be mass-synthesized under a moderate condition. In addition, a compound with a structure where a benzyl position of Sumanene is substituted by a N atom or an O atom can be obtained similarly, and various derivatives also can be obtained by further chemical modification of the compound. Sumanene and its derivative are suitable for electronic materials, synthesis raw materials for various kinds of fullerenes and heterofullerenes, and the like.Condition of the Reactiona) BuLi, t-BuOK, BrCH2CH2Br, THF, −78° C. to −45° C. subsequently CuI, a room temperatureb) catalyst quantity of (PCy3)2RuCl2═CHPh, CH2═CH2, toluene, 0° C. to 80° C.c) DDQ, toluene, 110° C.

REFERENCES:
patent: 2000077186 (2000-03-01), None
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