Naphthalene-Based Polymers as Catalytic Supports for Suzuki Cross-Coupling

Author:

Bakhvalova Elena S.1ORCID,Bykov Alexey V.2ORCID,Markova Mariia E.2ORCID,Lugovoy Yury V.2ORCID,Sidorov Alexander I.2ORCID,Molchanov Vladimir P.2ORCID,Sulman Mikhail G.2ORCID,Kiwi-Minsker Lioubov13ORCID,Nikoshvili Linda Z.2ORCID

Affiliation:

1. Regional Technological Centre, Tver State University, Zhelyabova Str., 33, 170100 Tver, Russia

2. Department of Biotechnology, Chemistry and Standardization, Tver State Technical University, A.Nikitina Str., 22, 170026 Tver, Russia

3. Ecole Polytechnique Fédérale de Lausanne, ISIC-FSB-EPFL, CH-1015 Lausanne, Switzerland

Abstract

In this work, for the first time, naphthalene (NA)-based polymers were synthesized by one-stage Friedel–Crafts crosslinking. The influence of NA functionalization by -OH, -SO3H, and -NO2 groups on the polymers’ porosity and distribution of the catalytically active phase (Pd) was studied. Synthesized catalytic systems containing 1 wt.% of Pd either in the form of Pd(II) species or Pd(0) nanoparticles supported on NA-based polymers were tested in a model reaction of Suzuki cross-coupling between 4-bromoanisole and phenylboronic acid under mild reaction conditions (60 °C, ethanol-water mixture as a solvent). These novel catalysts demonstrated high efficiency with more than 95% of 4-bromoanisole conversion and high selectivity (>97%) for the target 4-methoxybiphenyl.

Funder

Russian Science Foundation

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

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