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Phosphine‐ and Hydrogen‐Free: Highly Regioselective Ruthenium‐Catalyzed Hydroaminomethylation of Olefins
Authors:Dr Samet Gülak  Lipeng Wu  Dr Qiang Liu  Prof Dr Robert Franke  Dr Ralf Jackstell  Prof Dr Matthias Beller
Affiliation:1. Leibniz‐Institut für Katalyse e. V. an der Universit?t Rostock, Albert‐Einstein‐Strasse 29a, 18059 Rostock (Germany);2. Evonik Industries AG, Paul‐Baumann‐Strasse 1, 45772 Marl (Germany) and Lehrstuhl für Theoretische Chemie, 44780 Bochum (Germany)
Abstract:A highly regioselective ruthenium‐catalyzed hydroaminomethylation of olefins is reported. Using easily available trirutheniumdodecacarbonyl an efficient sequence consisting of a water‐gas shift reaction, hydroformylation of olefins, with subsequent imine or enamine formation and final reduction is realized. This novel procedure is highly practical (ligand‐free, one pot) and economic (low catalyst loading and inexpensive metal). Bulk industrial as well as functionalized olefins react with various amines to give the corresponding tertiary amines generally in high yields (up to 92 %), excellent regioselectivities (n/iso>99:1), and full chemoselectivity in favor of terminal olefins.
Keywords:amines  chemoselectivity  homogeneous catalysis  ruthenium  synthetic methods
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