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Two New Compounds in the Group of Zinc Phenoxides and Zinc Phenylamides
Authors:Felix Dannenberg  Günther Thiele  Stefanie Dehnen  Michael Mehring
Affiliation:1. Institut für Chemie, Professur Koordinationschemie, Fakult?t für Naturwissenschaften, Technische Universit?t Chemnitz, Chemnitz, Germany;2. Fachbereich Chemie and Wissenschaftliches Zentrum für Materialwissenschaften, Philipps‐Universit?t Marburg, Marburg, Germany;3. Department of Chemistry, University of California, Berkeley, California, USA
Abstract:The synthesis and characterization of ethyl{2‐[(phenylamino)methyl]phenoxy}zinc ( 1 ) and ethyl{2‐[(propan‐2‐ylideneamino)methyl]phenylamido}zinc ( 2 ) are reported. The phenoxide 1 was prepared starting from 2‐(phenylaminomethyl)phenol and diethylzinc and the phenylamide 2 was obtained from 2,2‐dimethyl‐1,2,3,4‐tetrahydroquinazoline and diethylzinc. The compounds were characterized by NMR spectroscopy (1H, 13C{1H}), IR spectroscopy, elemental analysis, TGA measurements, and X‐ray structure analysis. In the solid state both compounds form dimers where ( 1 )2 · 4thf shows a planar Zn2O2 and ( 2 )2 a planar Zn2N2 unit. Noteworthy, the aminal ring of 2,2‐dimethyl‐1,2,3,4‐tetrahydroquinazoline was opened by its reaction with diethylzinc to give an ylidene moiety at the benzylic nitrogen atom.
Keywords:Phenoxide   Zinc   Phenylamide   Ylidene formation   N,O ligands
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