Active ruthenium(II)-NHC complexes for alkylation of amines with alcohols using solvent-free conditions

YİĞİT B., KARACA E. Ö., YİĞİT M., GÜRBÜZ N., ARSLAN H., ÖZDEMİR İ.

POLYHEDRON, cilt.175, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 175
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1016/j.poly.2019.114234
  • Dergi Adı: POLYHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica
  • Anahtar Kelimeler: Ru-N-heterocyclic carbene complex, X-ray crystallography, Borrowing hydrogenation reaction, Alkylation of amine, HETEROCYCLIC CARBENE COMPLEXES, CATALYZED N-ALKYLATION, SECONDARY ALCOHOLS, TRANSFER HYDROGENATION, REDUCTIVE AMINATION, CRYSTAL-STRUCTURE, RU(II) COMPLEXES, BETA-ALKYLATION, ARYL HALIDES, IRIDIUM
  • İnönü Üniversitesi Adresli: Evet

Özet

A series of new ruthenium(II) complexes bearing N-heterocyclic carbene ligands with benzylic groups were prepared by transmetallation reactions between silver(I) N-heterocyclic carbene complexes and [RuCl2(P-cymene)](2). All of the obtained complexes were characterized by FT-IR, H-1 NMR and C-13 NMR spectroscopy, and the molecular structure of compound 3c was also determined by X-ray crystallography. These ruthenium complexes were tested for the alkylation of aromatic amines with a wide range of primary alcohols under solvent-free conditions using the hydrogen borrowing strategy. All of the compounds tested here showed excellent catalytic activity for these reactions and N-monoalkylated products were obtained selectively using 2.5 mol% of the ruthenium complexes. (C) 2019 Elsevier Ltd. All rights reserved.