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

作者:Karaca Emine Ozge; Akkoc Mitat; Tahir Muhammad Nawaz; Arici Cengiz; Imik Fatma; Gurbuz Nevin; Yasar Sedat*; Ozdemir Ismail
来源:Tetrahedron Letters, 2017, 58(36): 3529-3532.
DOI:10.1016/j.tetlet.2017.07.096

摘要

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.

  • 出版日期2017-9-6