Synthesis of 4-Methoxybiphenyl Using Pd-Containing Catalysts Based on Polymeric Matrix of Functionalized Hypercrosslinked Polystyrene

*Linda Nikoshvili  -  Department of Biotechnology and Chemistry, Tver Technical University, A.Nikitina str., 22, Tver 170026,, Russian Federation
Nadezhda Nemygina  -  Department of Physical Chemistry, Tver State University, Zhelyabova str., 33, Tver 170100,, Russian Federation
Alexey Bykov  -  Department of Biotechnology and Chemistry, Tver Technical University, A.Nikitina str., 22, Tver 170026,, Russian Federation
Alexander Sidorov  -  Department of Biotechnology and Chemistry, Tver Technical University, A.Nikitina str., 22, Tver 170026, Russian Federation
Valentina Matveeva  -  Department of Biotechnology and Chemistry, Tver Technical University, A.Nikitina str., 22, Tver 170026,, Russian Federation
Irina Tyamina  -  Department of Biotechnology and Chemistry, Tver Technical University, A.Nikitina str., 22, Tver 170026,, Russian Federation
Mikhail Sulman  -  Department of Biotechnology and Chemistry, Tver Technical University, A.Nikitina str., 22, Tver 170026,, Russian Federation
Esther Sulman  -  Department of Biotechnology and Chemistry, Tver Technical University, A.Nikitina str., 22, Tver 170026,, Russian Federation
Barry Stein  -  Department of Biology, Indiana University, Bloomington, IN 47405,, United States
Received: 22 Jul 2015; Published: 30 Dec 2015.
Open Access
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Abstract
This paper describes synthesis of Pd-containing catalysts of Suzuki cross-coupling based on amino-functionalized hypercrosslinked polystyrene. The investigation of the influence of a palladium concen-tration, solvent composition, temperature, type and concentration of base, and a type of a gas phase was carried out. It was shown that the catalyst developed allows achieving conversion of 4-bromoanisole higher than 98% for less than 1 h at mild reaction conditions and in the absence of a phase transfer agent. Catalyst reduction was found to result in formation of small Pd nanoparticles (about 3 nm in diameter) and a large number of Pd clusters, which are highly active in Suzuki-Miyaura cross-coupling (conversion of 4-bromoanisole reached 90.2% for 3 h).  © 2015 BCREC UNDIP. All rights reserved

Received: 22nd July 2015; Revised: 31st August 2015; Accepted: 1st September 2015

How to Cite: Nikoshvili, L., Nemygina, N., Bykov, A., Sidorov, A., Matveeva, V., Tyamina, I., Sulman, M., Sulman, E., Stein, B. (2015). Synthesis of 4-Methoxybiphenyl Using Pd-Containing Catalysts Based on Polymeric Matrix of Functionalized Hypercrosslinked Polystyrene. Bulletin of Chemical Reaction Engineering & Catalysis, 10 (3): 256-265. (doi:10.9767/bcrec.10.3.8805.256-265)

Permalink/DOI: http://dx.doi.org/10.9767/bcrec.10.3.8805.256-265

Keywords: cross-coupling; palladium; hypercrosslinked polystyrene; phenylboronic acid; 4-bromoanisole
Funding: Dr. Lyudmila Bronstein, Department of Chemistry, Indiana University, US; Russian Science Foundation; Ministry of Education and Science of the Russian Federation

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