Solvent-free and time-efficient Suzuki–Miyaura reaction in a ball mill: the solid reagent system KF–Al2O3 under inspection

Although a plethora of synthetic procedures mediated by KF-loaded aluminas is available in the literature, there is almost no data concerning the influence of parameters such as alumina modification or KF-loading on experimental results. Hence, the Pd-catalyzed, solvent-free Suzuki–Miyaura reaction...

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Main Authors: Franziska Bernhardt, Ronald Trotzki, Tony Szuppa, Achim Stolle, Bernd Ondruschka
Format: Article
Language:English
Published: Beilstein-Institut 2010-01-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.6.7
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spelling doaj-2e2b90215a74478d9a3fb959b376a6a52021-02-02T01:38:28ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-01-0161710.3762/bjoc.6.71860-5397-6-7Solvent-free and time-efficient Suzuki–Miyaura reaction in a ball mill: the solid reagent system KF–Al2O3 under inspectionFranziska Bernhardt0Ronald Trotzki1Tony Szuppa2Achim Stolle3Bernd Ondruschka4Institute for Technical Chemistry and Environmental Chemistry, Friedrich-Schiller University Jena, Lessingstraße 12, D-07743 Jena, GermanyInstitute for Technical Chemistry and Environmental Chemistry, Friedrich-Schiller University Jena, Lessingstraße 12, D-07743 Jena, GermanyInstitute for Technical Chemistry and Environmental Chemistry, Friedrich-Schiller University Jena, Lessingstraße 12, D-07743 Jena, GermanyInstitute for Technical Chemistry and Environmental Chemistry, Friedrich-Schiller University Jena, Lessingstraße 12, D-07743 Jena, GermanyInstitute for Technical Chemistry and Environmental Chemistry, Friedrich-Schiller University Jena, Lessingstraße 12, D-07743 Jena, GermanyAlthough a plethora of synthetic procedures mediated by KF-loaded aluminas is available in the literature, there is almost no data concerning the influence of parameters such as alumina modification or KF-loading on experimental results. Hence, the Pd-catalyzed, solvent-free Suzuki–Miyaura reaction was chosen as model reaction to investigate the effect of the above mentioned parameters on the results of coupling reactions. The results from ball milling experiments led to the conclusion that self-prepared and commercially available KF–Al2O3 differ in water content. The higher the residual water content, the higher are the product yields.https://doi.org/10.3762/bjoc.6.7ball millingC–C couplingKF–Al2O3palladiumsolid reagent system
collection DOAJ
language English
format Article
sources DOAJ
author Franziska Bernhardt
Ronald Trotzki
Tony Szuppa
Achim Stolle
Bernd Ondruschka
spellingShingle Franziska Bernhardt
Ronald Trotzki
Tony Szuppa
Achim Stolle
Bernd Ondruschka
Solvent-free and time-efficient Suzuki–Miyaura reaction in a ball mill: the solid reagent system KF–Al2O3 under inspection
Beilstein Journal of Organic Chemistry
ball milling
C–C coupling
KF–Al2O3
palladium
solid reagent system
author_facet Franziska Bernhardt
Ronald Trotzki
Tony Szuppa
Achim Stolle
Bernd Ondruschka
author_sort Franziska Bernhardt
title Solvent-free and time-efficient Suzuki–Miyaura reaction in a ball mill: the solid reagent system KF–Al2O3 under inspection
title_short Solvent-free and time-efficient Suzuki–Miyaura reaction in a ball mill: the solid reagent system KF–Al2O3 under inspection
title_full Solvent-free and time-efficient Suzuki–Miyaura reaction in a ball mill: the solid reagent system KF–Al2O3 under inspection
title_fullStr Solvent-free and time-efficient Suzuki–Miyaura reaction in a ball mill: the solid reagent system KF–Al2O3 under inspection
title_full_unstemmed Solvent-free and time-efficient Suzuki–Miyaura reaction in a ball mill: the solid reagent system KF–Al2O3 under inspection
title_sort solvent-free and time-efficient suzuki–miyaura reaction in a ball mill: the solid reagent system kf–al2o3 under inspection
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2010-01-01
description Although a plethora of synthetic procedures mediated by KF-loaded aluminas is available in the literature, there is almost no data concerning the influence of parameters such as alumina modification or KF-loading on experimental results. Hence, the Pd-catalyzed, solvent-free Suzuki–Miyaura reaction was chosen as model reaction to investigate the effect of the above mentioned parameters on the results of coupling reactions. The results from ball milling experiments led to the conclusion that self-prepared and commercially available KF–Al2O3 differ in water content. The higher the residual water content, the higher are the product yields.
topic ball milling
C–C coupling
KF–Al2O3
palladium
solid reagent system
url https://doi.org/10.3762/bjoc.6.7
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