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Waste Management of Chemically Activated Switches: Using a Photoacid To Eliminate Accumulation of Side Products

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journal contribution
posted on 17.12.2015, 06:25 by Luke A. Tatum, Justin T. Foy, Ivan Aprahamian
Molecular switches and machines that are powered by acid–base reactions are susceptible to low switching cycles because of the concomitant formation of waste products during their operation. Here, we demonstrate the fast, efficient, and reversible modulation of a hydrazone switch in methanol using a visible-light activated photoacid, with no generation of side products, high conversion rates (>95%), and no loss of activity over 100 cycles. TEG functionalization of the hydrazone switch allows for the process to be carried with high conversion (>90%) in water as well.