Zinc(II) Mediated Imine–Enamine Tautomerization

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 ob...

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Veröffentlicht in:	Organic letters 2012-06, Vol.14 (11), p.2698-2701
Hauptverfasser:	Basa, Prem N, Bhowmick, Arundhati, Horn, LaShawn Medicine, Sykes, Andrew G
Format:	Artikel
Sprache:	eng
Schlagworte:	Anthracenes - chemistry Crystallography, X-Ray Fluorescence Imines - chemical synthesis Imines - chemistry Isomerism Magnetic Resonance Spectroscopy Molecular Conformation Molecular Structure Zinc - chemistry
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	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.
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol300874c