3 years ago

Ruthenium(II)-(p-cymene)-N-Heterocyclic Carbene Complexes for the N-Alkylation of Amine Using the Green Hydrogen Borrowing Methodology

David Semeril, Murat Kaloğlu, İsmail Özdemir, Nevin Gürbüz
Six ruthenium(II) complexes with the general molecular formula [RuCl2(NHC)(η6-p-cymene)] (NHC = N-heterocyclic carbene) were synthesized by the transmetalation method from [RuCl2(η6-p-cymene)]2 and silver(I)-NHC complexes. All complexes were fully characterized by analytical and spectral methods (FT-IR, elemental analysis and 1H and 13C NMR). The solid-state structure of one of the ruthenium complexes {dichloro-[1-(2-(2-ethoxyphenoxy)ethyl)-3-(3,5-dimethylbenzyl)benzimidazol-2-ylidene](p-cymene) ruthenium(II)} has been established by single-crystal X-ray diffraction study, which revealed that the ruthenium atom adopt a classical piano-stool coordination geometry. Under the optimised conditions, these ruthenium complexes were found to be efficient catalysts for N-alkylation of aniline with arylmethyl alcohols using the hydrogen borrowing strategy, which is a cost-effective and environmentally attractive reaction for the preparation of N-alkylated amines.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/ejic.201701479

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