Premium
Nanocrystalline Titania‐Supported Palladium(0) Nanoparticles for Suzuki–Miyaura Cross‐Coupling of Aryl and Heteroaryl Halides
Author(s) -
Sreedhar B.,
Yada Divya,
Reddy P. Surendra
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100012
Subject(s) - chemistry , catalysis , aryl , palladium , halide , coupling reaction , yield (engineering) , heterogeneous catalysis , nanocrystalline material , selectivity , combinatorial chemistry , aryl halide , inorganic chemistry , organic chemistry , materials science , alkyl , metallurgy , crystallography
The Suzuki cross‐coupling reaction of various aryl and heteroaryl halides with arylboronic and heteroarylboronic acids was studied using a titania‐supported palladium(0) catalyst at room temperature under air. The conversion and selectivity results obtained for many substrates were excellent and similar to those provided by more active or even homogeneous catalysts. The methodology is similarly effective using 2‐bromo‐3,4,5‐trimethoxybenzaldehyde as the coupling partner and gave products in good yield. Furthermore, it has been shown that it is useful for the synthesis of terphenyl and tetraphenyls. The catalyst is quantitatively recovered from the reaction by simple filtration and reused for a number of cycles without significant loss of activity. Inductively coupled plasma (ICP) mass‐spectrometric analysis of the filtrate from the reaction mixture demonstrated that the palladium metal hardly leached into the solution within the limits of the detector (1 ppm), thus suggesting that the present Suzuki–Miyaura reaction proceeded by heterogeneous catalysis.