Ru(II)-NHC catalysed N-Alkylation of amines with alcohols under solvent-free conditions

• Published in: Inorganica Chimica Acta Vol. 520; p. 120294
• Main Authors: Karaca, Emine Özge, Dehimat, Zieneb Imene, Yaşar, Sedat, Gürbüz, Nevin, Tebbani, Dahmane, Çetinkaya, Bekir, Özdemir, İsmail
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 24-05-2021; Elsevier Science Ltd
• Subjects: Alcohols; Alkylation; Amine; Amines; Chemical analysis; Hydrogen auto-transfer method; N-alkylation; NMR; Nuclear magnetic resonance; Ru(II)-NHC; Hydrogen auto-transfer method; Amine; Ru(II)-NHC; N-alkylation
• ISSN: 0020-1693; 1873-3255
• DOI: 10.1016/j.ica.2021.120294

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•New Ru-NHC complexes (2a-d) have been synthesized and characterized.•The role of Ru-NHC complex was screened under solvent-free conditions.•Ru-NHC complexes were found to be active catalysts for the N-Alkylation of amines.
The reaction of [RuCl2(p-cymene)]2 with in situ prepared Ag-N-heterocyclic carbene (NHC) complexes yields a series of [RuCl2(p-cymene)(NHC)] complexes (2). All of the complexes have been characterised by elemental analysis, and 1H NMR and 13C NMR spectroscopies. These complexes have been tested for the N-alkylation of aromatic amines with arylmethyl alcohols under neat conditions in the presence of KOtBu at 120 °C. Compounds (2) are stable and have high catalytic/selective activity for the N-alkylation reactions of primary amines to afford secondary amines.