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Hydrazone Switch-Based Negative Feedback Loop

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Department of Chemistry, Dartmouth College, Hanover, New Hampshire 03755, United States
Cite this: J. Am. Chem. Soc. 2016, 138, 46, 15142–15145
Publication Date (Web):November 7, 2016
https://doi.org/10.1021/jacs.6b10542
Copyright © 2016 American Chemical Society

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    Abstract

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    A negative feedback loop that relies on the coordination-coupled deprotonation (CCD) of a hydrazone switch has been developed. Above a particular threshold of zinc(II), CCD releases enough protons to the environment to trigger a cascade of reactions that yield an imine. This imine sequesters the excess of zinc(II) from the hydrazone switch, hence lowering the effective amount of protons, and switching the cascade reactions “OFF”, thus establishing the negative feedback loop.

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/jacs.6b10542.

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