1,3-Dioxane Functionalized Pd-PEPPSI Catalyst for Direct Arylation of Heteroaromatics


DOĞAN ULU Ö.

JOURNAL OF MOLECULAR STRUCTURE, vol.1246, 2021 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 1246
  • Publication Date: 2021
  • Doi Number: 10.1016/j.molstruc.2021.131202
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
  • Keywords: N-Heterocyclic carbene, Direct arylation, Palladium, PEPPSI-complex, HETEROCYCLIC CARBENE COMPLEXES, COUPLING REACTION, NHC COMPLEXES, (HETERO)ARYLATION, PRECATALYST, ACTIVATION
  • Inonu University Affiliated: Yes

Abstract

A series of benzimidazolium salts (1a-d) and their Pd-PEPPSI complexes (pyridine-enhanced precatalyst preparation, stabilization, and initiation) (2a-d) were prepared to catalyze the direct arylation of heteroaromatics (2-acetylthiophene and 2-furaldehyde) with various aryl bromides. The structures of all isolated compounds were elucidated based on spectroscopic methods (H-1 and C-13 NMR, FT-IR and LC-MS spectroscopy). Under optimized reaction conditions, C5-arylated products were obtained in moderate to excellent yields in the direct arylation of heteroaromatics. (C) 2021 Elsevier B.V. All rights reserved.