B. M. O’Keefe, N. Simmons and S. F. Martin, “Carbonylative Cross-Coupling of ortho-Disubstituted Aryl Io dides. Convenient Synthesis of Sterically Hindered Aryl Ketones,” Organic Letters, Vol. 10, No. 22, 2008, pp. 5301-5304. doi:10.1021/ol802202j

has been cited by the following article:

• TITLE: Carbonylative Coupling of 4,4’-Diiodobiphenyl Catalyzed by Pd(NHC) Complex

  AUTHORS: Do-Hun Lee, Jung-Tai Hahn, Dai-Il Jung

  KEYWORDS: Carbonylative Coupling; Metal Carbonyl; Pd(NHC) Complex; 4, 4’-Diiodobiphenyl; Phenylboronic Acid

  JOURNAL NAME: Green and Sustainable Chemistry, Vol.3 No.1, February 26, 2013

  ABSTRACT: To develop a luminescent material with high color purity, luminous efficiency, and stability, we synthesized diketone by carbonylative Suzuki coupling in the presence of Pd(NHC) complex as the catalyst. Carbonylative coupling of 4,4’-diiodobiphenyl and phenylboronic acid was investigated to study in detail the catalytic ability of the Pd(NHC) complex. Reactions were carried out using both CO and metal carbonyls. Bis-(1,3-dihydro-1,3-dimethyl-2H-imidazol- 2-ylidene) diiodo palladium was used as the catalytic complex. Reaction products biphenyl-4,4’-diylbis (phenyl- methanone) 3 and (4’-iodobiphenyl-4-yl)(phenyl) methanone 4 were obtained as a result of CO insertion into the palladium(II)-aryl bond. However, when pyridine-4-yl boronic acid was used in place of phenylboronic acid as the starting reagent, synthetic reaction yielding 3 and 4 were found not to occur.