N-heterocyclic carbene based ruthenium complexes for selective beta-C(sp(3))-H functionalization of N-fused saturated cyclic amines


Kaloglu N.

TETRAHEDRON, cilt.75, ss.2265-2272, 2019 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 75 Konu: 15
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1016/j.tet.2018.12.049
  • Dergi Adı: TETRAHEDRON
  • Sayfa Sayıları: ss.2265-2272

Özet

Herein, a series of new ruthenium(II) complexes with the general molecular formula [RuCl2(arene)(NHC)], (arene = eta(6)-p-cymene, NHC = N-heterocyclic carbene) were synthesized from in situ prepared silver(I)-NHCs by the transmetallation method. These complexes were fully characterized by analytical and spectral methods. Ruthenium(11) complexes were tested as promising catalyst for selective B-C(sp(3))-H functionalization of N-methylpiperidine with various aldehydes through hydrogen transfers in presence of external acidic additive. These eco-friendly cross-dehydrogenative couplings enable the production of C(3)-alkylated N-methylpiperidine derivatives without enamines with only carbon dioxide and water as benign by-product. (C) 2019 Elsevier Ltd. All rights reserved.