Switchable Chemoselectivity of Reactive Intermediates Formation and Their Direct Use in A Flow Microreactor
Yosuke Ashikari, Takashi Tamaki, Tomoko Kawaguchi, Mai Furusawa, Yuya Yonekura, Susumu Ishikawa, Yusuke Takahashi, Yoko Aizawa, Aiichiro Nagaki
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.