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Switchable Chemoselectivity of Reactive Intermediates Formation and Their Direct Use in A Flow Microreactor |
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| Authors: | Dr. Yosuke Ashikari Dr. Takashi Tamaki Tomoko Kawaguchi Mai Furusawa Yuya Yonekura Susumu Ishikawa Dr. Yusuke Takahashi Yoko Aizawa Prof. Dr. Aiichiro Nagaki |
| Affiliation: | 1. Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Kyotodaigaku-katsura, Nishikyo-ku Kyoto, 615-8510 Japan;2. Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Kyotodaigaku-katsura, Nishikyo-ku Kyoto, 615-8510 Japan These authors contributed equally.;3. TOHO Chemical Industry Co., Ltd., 5-2931, Urago-cho, Yokosuka, Kanagawa, 237-0062 Japan |
| Abstract: | A chemoselectivity switchable microflow reaction was developed to generate reactive and unstable intermediates. The switchable chemoselectivity of this reaction enables a selection for one of two different intermediates, an aryllithium or a benzyl lithium, at will from the same starting material. Starting from bromo-substituted styrenes, the aryllithium intermediates were converted to the substituted styrenes, whereas the benzyl lithium intermediates were engaged in an anionic polymerization. These chemoselectivity-switchable reactions can be integrated to produce polymers that cannot be formed during typical polymerization reactions. |
| Keywords: | anionic polymerization chemoselectivity flow chemistry flow microreactor halogen-lithium exchange |