Synthesis and catalytic application of cyclopentadienyl nickel(II) N-heterocyclic carbene complexes

DEMİR ATLI D.

Journal of Coordination Chemistry, vol.73, no.10, pp.1530-1537, 2020 (SCI-Expanded, Scopus) identifier

  • Publication Type: Article / Article
  • Volume: 73 Issue: 10
  • Publication Date: 2020
  • Doi Number: 10.1080/00958972.2020.1786543
  • Journal Name: Journal of Coordination Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, Metadex
  • Page Numbers: pp.1530-1537
  • Keywords: benzimidazolium, catalysis, Kumada coupling, N-Heterocyclic carbene, nickel
  • Manisa Celal Bayar University Affiliated: Yes

Abstract

A series of ester-functionalized benzimidazolium salts 2a–c were prepared by quaternization of 1-{(ethoxycarbonyl)methyl}benzimidazole (1) with 3,5-dimethylbenzyl bromide, 2,5-dimethylbenzyl chloride and 3-methoxybenzyl chloride, respectively. Refluxing 2a–c with nickelocene in THF yielded the neutral cyclopentadienyl NHC nickel(II) complexes 3a–c. Their structures were defined by NMR, IR and elemental analysis techniques. Molecular weights of 3a–c were affirmed by MALDI-TOF mass spectrometry. Catalytic tests of 3a–c were performed in Kumada coupling of some aryl chlorides with phenylmagnesium bromide at 25 °C.