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Synthesis and Characterization of Functionalized Metal-organic Frameworks
Published on: September 5, 2014
ortho-Functionalization of Pillar[5]arene: An Approach to Mono-ortho-Alkyl/Aryl-Substituted
Zhuo Wang1,2, Yahu A Liu3, Hui Yang1,2
1Shanghai Advanced Research Institute, Chinese Academy of Sciences, Shanghai 201210, China.
Abstract:
Despite the fact that the rim and lateral functionalizations of pillar[n]arenes have been well explored, ortho-functionalization has rarely been realized. In this work, we report a facile method of introducing a single functionality ortho to the hydroxyl group in A1/A2-dihydroxypillar[5]arene via a Grignard addition to pillar[4]arene[1]quinone followed by a dienone-phenol rearrangement. The described ortho-alkylation/arylation method allowed formation of various mono ortho-alkyl/aryl-substituted A1/A2-dihydroxypillar[5]arenes previously difficult to obtain.
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