A novel ditopic ring-expanded N-heterocyclic carbene ligand-assisted Suzuki-Miyaura coupling reaction in aqueous media


KARACA E. Ö. , AKKOÇ M., TAHIR M. N. , ARICI C., IMIK F., GÜRBÜZ N. , ...Daha Fazla

TETRAHEDRON LETTERS, cilt.58, ss.3529-3532, 2017 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 58 Konu: 36
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1016/j.tetlet.2017.07.096
  • Dergi Adı: TETRAHEDRON LETTERS
  • Sayfa Sayıları: ss.3529-3532

Özet

A series of seven-membered ditopic ring-expanded N-heterocyclic carbene (dre-NHC) precursors, bearing sterically demanding and electron-rich aryl groups, were synthesised in moderate yields via the reaction of 1,2,4,5-tetrakis(bromomethyl)benzene with the corresponding N,N'-diarylformamidines in the presence of K2CO3 in acetonitrile under an air atmosphere. All new compounds were characterised by HRMS, NMR spectroscopy, and microanalysis, as well as X-ray crystallography for compound lc. The development of an efficient catalytic system for the Suzuki-Miyaura coupling reaction of aryl chlorides with various boronic acids was also investigated using the in situ generated dre-NHC ligands. (C) 2017 Elsevier Ltd. All rights reserved.