Photoisomerization of Perfluoroaryltetrahedranes to Perfluoroarylcyclobutadienes
Photoisomerization of Perfluoroaryltetrahedranes to Perfluoroarylcyclobutadienes
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DOI：
10.1021/ja208354x
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发表时间：
2011-10-19
影响因子：
15
通讯作者：
Sekiguchi, Akira
中科院分区：
文献类型：
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作者：
Inagaki, Yusuke;Nakamoto, Masaaki;Sekiguchi, Akira
两个全氟芳基取代的环丁二烯衍生物，6和7，作为空气和湿度敏感的红色固体，通过相应的四面体（4和5，分别）的光化学异构化制备。值得注意的是，4的9，10-二氰基蒽敏化光化学反应也进行，得到6，并讨论了该反应的机理。第一个芳基取代的环丁二烯，其特征在于光谱数据以及通过X-射线晶体学6，显示出扭曲的矩形结构与极长的C-C单键。
Two perfluoroaryl-substituted cyclobutadiene derivatives, 6 and 7, were prepared as air- and moisture-sensitive red solids by the photochemical isomerization of the corresponding tetrahedranes (4 and 5, respectively). Remarkably, the 9,10-dicyanoanthracene-sensitized photochemical reaction of 4 also proceeded, giving 6, and the mechanism of this reaction is also discussed. The first aryl-substituted cyclobutadienes were characterized by spectroscopic data as well as by X-ray crystallography for 6, showing a distorted rectangular structure with extremely long C-C single bonds.