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.
C1 [Karaca, Emine Ozge; Gurbuz, Nevin; Yasar, Sedat; Ozdemir, Ismail] Inonu Univ, Catalysis Res & Applicat Ctr, TR-44280 Malatya, Turkey.
[Akkoc, Mitat; Imik, Fatma; Gurbuz, Nevin; Yasar, Sedat; Ozdemir, Ismail] Inonu Univ, Fac Sci & Arts, Dept Chem, TR-44280 Malatya, Turkey.
[Tahir, Muhammad Nawaz] Univ Sargodha, Dept Phys, Sargodha, Pakistan.
[Arici, Cengiz] Sci & Technol Res & Council Turkey, Pk 80, TR-06100 Ankara, Turkey.