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Direct C‐H Bond Arylation of C2‐Blocked Pyrrole with Aryl Halides Using Palladium(II)‐ N ‐Heterocyclic Carbene Catalysts
Author(s) -
Kaloğlu Murat,
Kaloğlu Nazan,
Özdemir İsmail
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801045
Subject(s) - palladium , chemistry , aryl , carbene , catalysis , halide , medicinal chemistry , pyrrole , organic chemistry , alkyl
Herein we report synthesis of seven new palladium(II)‐NHC complexes with the general formula [PdX 2 (NHC) 2 ], (NHC=1,3‐dialkylbenzimidazol‐2‐ylidene, X=Cl or Br). The structures of all the new compounds were characterized by 1 H NMR, 13 C NMR, FT‐IR spectroscopy and elemental analysis techniques. The catalytic activities of palladium(II)‐NHC complexes were tested in the direct C−H bond arylation of C2‐blocked pyrrole with various aryl halides in presence of 1 mol% catalyst loading at 120 °C for 1–16 h. Under the given conditions, palladium(II)‐NHC complexes showed the good catalytic performance for the direct C−H bond arylation of C2‐blocked pyrrole with aryl bromides, and with readily available and inexpensive aryl chlorides. In all cases, the C−H bond arylation regioselectively produced C5‐arylated products in moderate to high yields.