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

Luke A. Tatum | Zendy; Justin T. Foy | Zendy; Ivan Aprahamian | Zendy

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

Author(s) -

Luke A. Tatum,

Justin T. Foy,

Ivan Aprahamian

Publication year - 2014

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja511135k

Subject(s) - chemistry , combinatorial chemistry , chemical engineering , organic chemistry , engineering

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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