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|Section2= |Section3= }} Sumanene is a polycyclic aromatic hydrocarbon and of scientific interest because the molecule can be considered a fragment of buckminsterfullerene. ''Suman'' means "sunflower" in both Hindi and Sanskrit.〔''Towards the design of tricyclopenta (jkl, pqr ) triphenylene (sumanene): a bowl-shaped hydrocarbon featuring a structural motif present in C60 (buckminsterfullerene)'' Goverdhan Mehta, Shailesh R. Shah and K. Ravikumar Journal of the Chemical Society, Chemical Communications, 1993, (12), 1006 - 1008 〕 The core of the arene is a benzene ring and the periphery consists of alternating benzene rings (3) and cyclopentadiene rings (3). Unlike fullerene, sumanene has benzyl positions which are available for organic reactions. == Organic synthesis == The structure of Sumanene can be inferred from oxidation of 1,5,9-trimethyltriphenylene but the first practical synthesis starts from norbornadiene.〔''A Synthesis of Sumanene, a Fullerene Fragment'' Hidehiro Sakurai, Taro Daiko, and Toshikazu Hirao Science, Vol 301, Issue 5641, 1878 , 26 September 2003 〕 Norbornadiene is converted into a stannane by action of ''n''-butyllithium, dibromoethane and tributyltinchloride. A Ullmann reaction of this stannane with CuTC affords the benzene core. The methylene bridges (--) created in this conversion then migrate in a tandem ring-opening metathesis and ring-closing metathesis by the Grubbs' catalyst. The final structure is obtained by oxidation by DDQ. :Sumanene synthesis 抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)』 ■ウィキペディアで「Sumanene」の詳細全文を読む スポンサード リンク
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