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Reusable Pd-polyHIPE for Suzuki–Miyaura coupling
ID
Ravbar, Miha
(
Author
),
ID
Koler, Amadeja
(
Author
),
ID
Paljevac, Muzafera
(
Author
),
ID
Krajnc, Peter
(
Author
),
ID
Kolar, Mitja
(
Author
),
ID
Iskra, Jernej
(
Author
)
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https://pubs.acs.org/doi/10.1021/acsomega.1c06318
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Abstract
Palladium was immobilized on a highly porous copolymer of 4-vinylpyridine and divinylbenzene (polyHIPE─poly(high internal phase emulsion)) using palladium(II) acetate to obtain PolyPy-Pd with 6.1 wt % or 0.57 mmol Pd/g. The immobilized catalyst was able to catalyze the coupling of iodobenzene and phenylboronic acid in ethylene glycol monomethyl ether/water (3:1) within 4 h at rt and complete conversion was observed when 2.5 mol % of Pd per PhI was used. The reaction tolerated a wide range of substituents on the aromatic ring. Iodobenzene derivatives with electron-withdrawing substituents showed higher reactivity, while the opposite was true for the phenylboronic acid series. The polyHIPE-supported Pd catalyst was also used for the direct conversion of phenylboronic acid to biphenyl through an iodination/coupling reaction sequence. The recyclability of the heterogeneous catalyst was also optimized, and by finding a suitable combination of solvents for the loading of Pd, the reaction, and the isolation of the product, the solid-supported catalyst was completely regenerated and used in the next reaction with the same activity.
Language:
English
Keywords:
palladium
,
mixtures
,
catalysts
,
solvents
,
polymers
Work type:
Article
Typology:
1.01 - Original Scientific Article
Organization:
FKKT - Faculty of Chemistry and Chemical Technology
Publication status:
Published
Publication version:
Version of Record
Year:
2022
Number of pages:
Str. 12610-12616
Numbering:
Vol. 7, iss. 15
PID:
20.500.12556/RUL-136962
UDC:
66.02
ISSN on article:
2470-1343
DOI:
10.1021/acsomega.1c06318
COBISS.SI-ID:
104201731
Publication date in RUL:
26.05.2022
Views:
909
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204
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Record is a part of a journal
Title:
ACS omega
Shortened title:
ACS omega
Publisher:
American Chemical Society
ISSN:
2470-1343
COBISS.SI-ID:
525873945
Licences
License:
CC BY 4.0, Creative Commons Attribution 4.0 International
Link:
http://creativecommons.org/licenses/by/4.0/
Description:
This is the standard Creative Commons license that gives others maximum freedom to do what they want with the work as long as they credit the author.
Secondary language
Language:
Slovenian
Keywords:
paladij
,
mešanice
,
kataliza
,
polimeri
Projects
Funder:
ARRS - Slovenian Research Agency
Project number:
P1-0134
Name:
Kemija za trajnostni razvoj
Funder:
ARRS - Slovenian Research Agency
Project number:
P2-0006
Name:
Fizikalno kemijski pojavi na površinskih plasteh in uporaba nanodelcev
Funder:
ARRS - Slovenian Research Agency
Project number:
P1-0153
Name:
Raziskave in razvoj analiznih metod in postopkov
Funder:
ARRS - Slovenian Research Agency
Funding programme:
Young researchers
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