Supramolecular reactor in an aqueous environment: aromatic cross Suzuki coupling reaction at room temperature |
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Authors: | Ryu Ja-Hyoung Jang Cheong-Jin Yoo Yong-Sik Lim Sung-Gon Lee Myongsoo |
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Institution: | Center for Supramolecular Nano-Assembly and Department of Chemistry, Yonsei University, Seoul, Korea. |
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Abstract: | reaction: see text] We have investigated supramolecular reactors for the Suzuki coupling reactions of aryl halides with phenyl boronic acids by using self-assembly of amphiphilic rod-coil molecules in aqueous solution at room temperature. All the rod-coil molecules synthesized in this work showed to self-assemble into discrete micelles consisting of aromatic rod bundles encapsulated by hydrophilic poly(ethylene oxide) coils. We present a comparative study of rod-coil molecules' efficiency as supramolecular reactors for Suzuki coupling reaction. The closed-packed aromatic bundles play an efficient role in supramolecular reactors for the coupling reactions at room temperature. The supramolecular reactor based on hexa-p-phenylene confers unprecedented activity, allowing reactions to be performed at very low catalyst levels, without conventional heating or microwave. |
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