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Ortho-Functionalization of Pillar[4]arene[1]benzoquinone Monoxime via Selective 1,4-Addition of Grignard Reagents
Yuxuan Xu1, Runmei Li2, Fengjun Liang2
1School of Physical Science and Technology, Shanghai Tech University, Shanghai 201210, P. R. China.
Abstract:
Ortho-functionalization of pillar[n]arenes has been a formidable challenge, partially due to the fragility of their macrocyclic skeletons. In this concise report, we describe a facile synthetic method for monoarylation/alkylation at the position ortho to the oxime functionality in pillar[4]arene[1]benzoquinone monoxime (1) via addition of Grignard reagents. The described method enables the creation of various mono-ortho-alkyl/aryl-substituted pillar[5]arene derivatives that were previously inaccessible.
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