Mechanism of the mild functionalization of arenes by diboron reagents catalyzed by iridium complexes. Intermediacy and chemistry of bipyridine-ligated iridium …

…, JM Murphy, M Hapke, T Ishiyama…

Index: Boller, Timothy M.; Murphy, Jaclyn M.; Hapke, Marko; Ishiyama, Tatsuo; Miyaura, Norio; Hartwig, John F. Journal of the American Chemical Society, 2005 , vol. 127, # 41 p. 14263 - 14278

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Citation Number: 268

Abstract

This paper describes mechanistic studies on the functionalization of arenes with the diboron reagent B2pin2 (bis-pinacolato diborane (4)) catalyzed by the combination of 4, 4'-di-tert- butylbipyridine (dtbpy) and olefin-ligated iridium halide or olefin-ligated iridium alkoxide complexes. This work identifies the catalyst resting state as [Ir (dtbpy)(COE)(Bpin) 3](COE= cyclooctene, Bpin= 4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolanyl).[Ir (dtbpy)(COE)(Bpin) 3] ...