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Updated: May 10, 2026

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
An amphiphilic pillar[5]arene as efficient and substrate-selective phase-transfer catalyst
Tomoki Ogoshi1, Naosuke Ueshima, Tada-aki Yamagishi
1Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa, 920-1192, Japan. ogoshi@se.kanazawa-u.ac.jp
Abstract:
An amphiphilic macrocyclic compound consisting of 10 tetra-alkyl phosphonium bromide groups and a pillar[5]arene core was prepared. This compound was soluble in both aqueous and organic media and acted as a highly efficient and substrate-selective phase-transfer catalyst. In particular, oxidation of the linear alkene1-hexene to 1-pentanal by KMnO4 was >99%, whereas that of the branched alkene 4-methyl-1-hexene was only 31%, under ideal conditions.
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