The Synthesis of Biphenyl through C–H Bond Activation in Benzene over a Pd Catalyst Supported on Graphene Oxide | Sciact - CRIS-system of Boreskov Institute of Catalysis

The Synthesis of Biphenyl through C–H Bond Activation in Benzene over a Pd Catalyst Supported on Graphene Oxide Full article

Journal

New Journal of Chemistry
ISSN: 1144-0546 , E-ISSN: 1369-9261

Output data

Year: 2020, Volume: 44, Number: 28, Pages: 12178-12184 Pages count : 7 DOI: 10.1039/d0nj02230f

Tags

INORGANIC HYBRID NANOCATALYST; MAGNETIC MCM-41 NANOPARTICLES; ACID; FUNCTIONALIZATION; IMMOBILIZATION; DERIVATIVES; COMPLEXES; DISCOVERY; OXIDATION; BOEHMITE

Authors

Sharma Deepika ¹ , Bulusheva Lyubov G. ^2,3 , Bulushev Dmitri A. ⁴ , Gupta Neeraj ^1,5

Affiliations

1	School of Chemistry, Faculty of Sciences, Shoolini University, Solan (H.P.), India
2	Nikolaev Institute of Inorganic Chemistry, Novosibirsk 630090, Russia
3	Novosibirsk State University, Novosibirsk 630090, Russia
4	Boreskov Institute of Catalysis, Novosibirsk 630090, Russia
5	Department of Chemistry and Chemical Sciences, Central University of Himachal Pradesh, Dharamshala (H.P.), India

Funding (2)

1	Ministry of Science and Higher Education of the Russian Federation	ГЗ-2017-2020
2	Ministry of Science and Higher Education of the Russian Federation

This is the first report on carbon–hydrogen (C–H) bond activation in benzene over a palladium catalyst supported on graphene oxide (GO) leading to the sole formation of biphenyl with a yield of 78%. The reaction was performed for 12 h in the presence of acetic acid and oxygen at 80 °C. XPS studies indicated that in the initial catalyst, Pd is mainly present as Pd(II) species on the GO surface. The interaction of these species with acetic acid during the reaction generates Pd acetate species. Density functional theory (DFT) studies revealed that the adsorption of the first benzene molecule on the Pd acetate is weak (0.15 eV) and the energy barrier of the following C–H bond scission is high, equal to 1.67 eV. The adsorption of the second benzene molecule is relatively strong (0.40 eV); acetic acid molecules are then released, leaving the biphenyl Pd intermediate, which enables biphenyl molecule formation. The presence of oxygen and acetic acid is needed for closing the catalytic cycle via the regeneration of the reactive Pd acetate.

Sharma D. , Bulusheva L.G. , Bulushev D.A. , Gupta N.
The Synthesis of Biphenyl through C–H Bond Activation in Benzene over a Pd Catalyst Supported on Graphene Oxide
New Journal of Chemistry. 2020. V.44. N28. P.12178-12184. DOI: 10.1039/d0nj02230f WOS Scopus РИНЦ AN OpenAlex

Submitted:	May 3, 2020
Accepted:	Jun 24, 2020
Published online:	Jun 24, 2020
Published print:	Jul 28, 2020

Web of science:	WOS:000550065200028
Scopus:	2-s2.0-85088598449
Elibrary:	45388094
Chemical Abstracts:	2020:1240954
OpenAlex:	W3037529465

DB	Citing
Scopus	7
Web of science	7
Elibrary	6
OpenAlex	7