Synthesis, crystal structures, spectral FT-IR, NMR and UV-Vis investigations and Hirshfeld surface analysis of two new 2-hydroxyethyl-substituted N-heterocyclic carbene precursors


AKTAŞ A., CELEPCİ D. B., GÖK Y.

JOURNAL OF THE CHINESE CHEMICAL SOCIETY, vol.66, no.10, pp.1389-1396, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 66 Issue: 10
  • Publication Date: 2019
  • Doi Number: 10.1002/jccs.201900020
  • Journal Name: JOURNAL OF THE CHINESE CHEMICAL SOCIETY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1389-1396
  • Keywords: chloride hydrate, crystal structure, FT-IR and NMR, Hirshfeld surface analysis, N-heterocyclic carbene, UV-Vis, METAL-COMPLEXES, INTERMOLECULAR INTERACTIONS, CATALYTIC-ACTIVITY, NHC PRECURSORS, LIGANDS, BOND
  • Inonu University Affiliated: Yes

Abstract

This study discusses the synthesis of two new 2-hydroxyethyl substituted N-heterocyclic carbene (NHC) precursors. The NHC precursors were prepared from 1-(alkyl/aryl)benzimidazole and alkyl halides. They were characterized using H-1 NMR, C-13 NMR, FT-IR, UV-Vis spectroscopy, and elemental analysis techniques. Molecular and crystal structures of 1 and 2 were determined using the single-crystal X-ray diffraction method. Crystal structure of the compounds features NHC precursors and chloride anions. Additionally in 2, the asymmetric unit has a water molecule, which forms a tetrameric chloride-hydrate assembly with the chloride anion. The chloride anions play an important role in the stabilization of crystal structures to form a two-dimensional supramolecular architecture. The 3D Hirshfeld surface and the associated 2D fingerprint plots were also drawn to gain insights into the behavior of the interactions in the compounds.