Bidentate Lewis Acids for the Activation of 1, 2??Diazines–A New Mode of Catalysis

SN Kessler, M Neuburger…

文献索引：Kessler, Simon N.; Neuburger, Markus; Wegner, Hermann A. European Journal of Organic Chemistry, 2011 , # 17 p. 3238 - 3245

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被引用次数: 14

摘要

Abstract Bidentate Lewis acids were applied as catalysts for the inverse-electron-demand Diels–Alder (IEDDA) reaction of 1, 2-diazines. The concept of catalysis is based on the coordination of the bidentate Lewis acid to both nitrogen atoms of the 1, 2-diazine moiety, thereby reducing the electron density and lowering the energy of the LUMO. This should, according to frontier molecular orbital (FMO) theory, facilitate the cycloaddition step. This ...