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Suzuki cross‐coupling reaction of aryl and heterocyclic bromides and aromatic polybromides on a Pd(II)‐hydrotalcite catalyst
Author(s) -
Mora Manuel,
JiménezSanchidrián César,
Ruiz José Rafael
Publication year - 2008
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1359
Subject(s) - chemistry , phenylboronic acid , catalysis , hydrotalcite , aryl , palladium , suzuki reaction , coupling reaction , bromine , phosphine , heterogeneous catalysis , organic chemistry , medicinal chemistry , alkyl
The Suzuki cross‐coupling reaction of various bromine‐containing substrates and phenylboronic acid in toluene at 90 °C on a Pd(AcO) 2 Py 2 catalyst supported on an MgAl hydrotalcite, using K 2 CO 3 as the base, was studied. The conversion and selectivity results obtained for many of the substrates were excellent and similar to those provided by more active or even homogeneous catalysts. The reactions of aryl polybromides and phenylboronic acid gave the corresponding polyaromatic compounds in variable yields depending on the particular substrate. Arylation occurred in a consecutive manner by substitution of the different Br atoms. ICP‐MS measurements of the palladium content of the catalyst performed prior to and after the reaction revealed that part of the metal is incorporated into the bulk solution; therefore, the catalytic process is not purely heterogeneous. Copyright © 2008 John Wiley & Sons, Ltd.