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Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
Published on: May 16, 2014
Ligand-Centered Redox Driven Zn(II)-Stabilized Azo-Anion Radical Enabled Dehydrogenative Synthesis of Azines and
Subhankar Khanra1, Arjun Datta1, Nanda Dulal Paul1
1Department of Chemistry, Indian Institute of Engineering Science and Technology, Howrah, India.
Abstract:
Herein, we report a sustainable, one-pot synthetic strategy for the synthesis of aldazines, ketazines, and quinoxalines in air using a cheap, nontoxic, and air-stable Zn-catalyst (1) bearing a redox-active tridentate arylazo pincer, 2-(4-chlorophenyldiazenyl)-1,10-phenanthroline (L). Catalyst 1 exhibits promising catalytic activity for the synthesis of a broad spectrum of aldazines, ketazines, and quinoxalines in moderate to good isolated yields, using alcohols as inexpensive starting materials. Mechanistic investigations revealed an exclusively ligand-centered redox-driven catalytic dehydrogenation of alcohols, followed by subsequent coupling reactions, in which the Zn-center serves merely as a template.
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