Zinc(II) mediated imine-enamine tautomerization.

Org Lett

Department of Chemistry, University of South Dakota, Vermillion, South Dakota 57069, USA.

Published: June 2012

AI Article Synopsis

  • - Reduction of imine-anthracenone compounds leads to the formation of secondary alcohols while keeping the external imine group intact.
  • - The presence of Zn(II) ions triggers a unique metal-mediated reaction that converts imine compounds into enamine forms.
  • - This process introduces a novel fluorescence detection method specifically for Zn(II), which hasn't been documented before.

Article Abstract

Reduction of imine-anthracenone compounds selectively produces secondary alcohols leaving the external imine group unreacted. Addition of the Zn(II) ion induces a metal-mediated imine-enamine tautomerization reaction that is selective for Zn(II), a new fluorescence detection method not previously observed for this important cation.

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Source
http://dx.doi.org/10.1021/ol300874cDOI Listing

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