Unusual [2+4] and [2+2] cycloadditions of arenes in the confined cavity of self-assembled cages
Unusual [2+4] and [2+2] cycloadditions of arenes in the confined cavity of self-assembled cages
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DOI：
10.1021/ja071591x
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发表时间：
2007-06-06
影响因子：
15
通讯作者：
Fujita, Makoto
中科院分区：
文献类型：
--
作者：
Nishioka, Yuki;Yamaguchi, Takumi;Fujita, Makoto
在自组装的配位笼中，芳烃的[2+4]和[2+2]交叉环加成反应得到了有效的促进。例如，苯并菲与N-环己基马来酰亚胺在笼的封闭腔中以良好的产率进行Diels-Alder反应，尽管其在普通条件下是惰性的。芘和N-环己基马来酰亚胺的合成立体选择性光二聚也定量进行了笼内。这些交叉加合物的结构通过NMR和X-射线晶体学分析证实。
Unusual [2+4] and [2+2] cross-cycloadditions of arenes were efficiently promoted within a self-assembled coordination cage. For example, triphenylene underwent the Diels-Alder reaction with N-cyclohexylmaleimide in good yield in the confined cavity of the cage, despite its inertness under ordinary conditions. Syn-stereoselective photodimerization of pyrene and N-cyclohexylmaleimide was also carried out quantitatively within the cage. The structures of these cross adducts were confirmed by NMR and X-ray crystallographic analysis.