Waste management of chemically activated switches: using a photoacid to eliminate accumulation of side products.

J Am Chem Soc

Department of Chemistry, Dartmouth College, 6128 Burke Laboratory, Hanover, New Hampshire 03755, United States.

Published: December 2014

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.

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Source
http://dx.doi.org/10.1021/ja511135kDOI Listing

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