Mild N-Alkylation of Amines with Alcohols Catalyzed by the Acetate Ru(OAc)2 (CO)(DiPPF) Complex.

The acetate complex Ru(OAc)2 (DiPPF) (2) obtained from Ru(OAc)2 (PPh3 )2  (1) and 1,1'-bis(diisopropylphosphino)ferrocene (DiPPF) reacts cleanly with formaldehyde affording Ru(OAc)2 (CO)(DiPPF) (3) in high yield. The monocarbonyl complex 3 (0.4-2 mol %) efficiently catalyzes the N-alkylation of primary and secondary alkyl and aromatic amines using primary alcohols ROH (R=Et, nPr, nBu, PhCH2 ) under mild reaction conditions (30-100 °C) with an alcohol/amine molar ratio of 10-100. Formation of the monohydride RuH(OAc)(CO)(DiPPF) (4) has been observed by reaction of 3 with iPrOH in the presence of NEt3 at RT through an equilibrium reaction. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Citation

Rosario Figliolia, Salvatore Baldino, Hans G Nedden, Antonio Zanotti-Gerosa, Walter Baratta. Mild N-Alkylation of Amines with Alcohols Catalyzed by the Acetate Ru(OAc)2 (CO)(DiPPF) Complex. Chemistry (Weinheim an der Bergstrasse, Germany). 2017 Oct 17;23(58):14416-14419

PMID: 28857344

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