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Facile Synthesis of Picene from 1,2-Di(1-naphthyl)ethane by 9-Fluorenone-Sensitized Photolysis
Organic Letters ( IF 4.9 ) Pub Date : 2011-04-22 00:00:00 , DOI: 10.1021/ol200874q
Hideki Okamoto 1 , Minoru Yamaji 1 , Shin Gohda 1 , Yoshihiro Kubozono 1 , Noriko Komura 1 , Kaori Sato 1 , Hisako Sugino 1 , Kyosuke Satake 1
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A facile formation of picene was achieved by photosensitization of 1,2-di(1-naphthyl)ethane using 9-fluorenone as a sensitizer. This sensitized photoreaction is the first photochemical cyclization of ethylene-bridged naphthalene moieties to afford the picene skeleton. 5,8-Dibromopicene, prepared by this procedure using 1,2-di[1-(4-bromonaphthyl)]ethane as the substrate, was readily converted to novel functionalized picenes by conventional substitution and cross-coupling reactions.

中文翻译:

9-氟烯酮敏化光解法从1,2-二(1-萘基)乙烷轻松合成Picene

通过使用9-芴酮作为敏化剂对1,2-二(1-萘基)乙烷进行光敏化,可以轻松形成of烯。这种敏化的光反应是乙烯桥连的萘部分进行光化学环化以提供吡啶骨架的方法。通过该程序使用1,2-二[1-(4-溴萘基)]乙烷作为底物制备的5,8-二溴吡啶烯,可以通过常规的取代和交叉偶联反应容易地转化为新颖的官能化的吡啶烯。
更新日期:2011-04-22
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