Facile Synthesis of Picene from 1,2-Di(1-naphthyl)ethane by 9-Fluorenone-Sensitized Photolysis
Facile Synthesis of Picene from 1,2-Di(1-naphthyl)ethane by 9-Fluorenone-Sensitized Photolysis
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DOI：
10.1021/ol200874q
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发表时间：
2011-05-20
期刊：
影响因子：
5.2
通讯作者：
Satake, Kyosuke
中科院分区：
文献类型：
--
作者：
Okamoto, Hideki;Yamaji, Minoru;Satake, Kyosuke
以9-芴酮为增敏剂，对1,2-二（1-萘基）乙烷进行光敏化反应，得到了一种易生成壬烯的方法。这个敏化的光化学反应是乙烯桥接萘基团的第一个光化学环化，以提供蒎烯骨架。以1,2-二[1-（4-溴萘基）]乙烷为底物制备的5,8-二溴茂烯，可通过传统的取代反应和交叉偶联反应转化为新的功能化茂烯。
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.