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.