An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation
Aqueous Mizoroki–Heck coupling reactions under microwave irradiation (MW) were carried out with a colloidal Pd nanocatalyst stabilized with poly(N-vinylpyrrolidone) (PVP). Many stilbenes and novel heterostilbenes were achieved in good to excellent yields starting from aryl bromides and different ole...
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doaj-39b364d9b9c04ceda1bf1424dd853b1f2021-02-02T08:19:11ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-08-011311717172710.3762/bjoc.13.1661860-5397-13-166An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiationCarolina S. García0Paula M. Uberman1Sandra E. Martín2INFIQC-CONICET- Universidad Nacional de Córdoba, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Haya de la Torre y Medina Allende, Ciudad Universitaria, X5000HUA, Córdoba, ArgentinaINFIQC-CONICET- Universidad Nacional de Córdoba, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Haya de la Torre y Medina Allende, Ciudad Universitaria, X5000HUA, Córdoba, ArgentinaINFIQC-CONICET- Universidad Nacional de Córdoba, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Haya de la Torre y Medina Allende, Ciudad Universitaria, X5000HUA, Córdoba, ArgentinaAqueous Mizoroki–Heck coupling reactions under microwave irradiation (MW) were carried out with a colloidal Pd nanocatalyst stabilized with poly(N-vinylpyrrolidone) (PVP). Many stilbenes and novel heterostilbenes were achieved in good to excellent yields starting from aryl bromides and different olefins. The reaction was carried out in a short reaction time and with low catalyst loading, leading to high turnover frequency (TOFs of the order of 100 h−1). The advantages like operational simplicity, high robustness, efficiency and turnover frequency, the utilization of aqueous media and simple product work-up make this protocol a great option for stilbene syntheses by Mizoroki–Heck reaction.https://doi.org/10.3762/bjoc.13.166aqueous reaction mediumMAOSMizoroki–Heck reactionPd nanoparticlesustainable organic synthesis |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Carolina S. García Paula M. Uberman Sandra E. Martín |
spellingShingle |
Carolina S. García Paula M. Uberman Sandra E. Martín An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation Beilstein Journal of Organic Chemistry aqueous reaction medium MAOS Mizoroki–Heck reaction Pd nanoparticle sustainable organic synthesis |
author_facet |
Carolina S. García Paula M. Uberman Sandra E. Martín |
author_sort |
Carolina S. García |
title |
An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation |
title_short |
An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation |
title_full |
An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation |
title_fullStr |
An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation |
title_full_unstemmed |
An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation |
title_sort |
effective pd nanocatalyst in aqueous media: stilbene synthesis by mizoroki–heck coupling reaction under microwave irradiation |
publisher |
Beilstein-Institut |
series |
Beilstein Journal of Organic Chemistry |
issn |
1860-5397 |
publishDate |
2017-08-01 |
description |
Aqueous Mizoroki–Heck coupling reactions under microwave irradiation (MW) were carried out with a colloidal Pd nanocatalyst stabilized with poly(N-vinylpyrrolidone) (PVP). Many stilbenes and novel heterostilbenes were achieved in good to excellent yields starting from aryl bromides and different olefins. The reaction was carried out in a short reaction time and with low catalyst loading, leading to high turnover frequency (TOFs of the order of 100 h−1). The advantages like operational simplicity, high robustness, efficiency and turnover frequency, the utilization of aqueous media and simple product work-up make this protocol a great option for stilbene syntheses by Mizoroki–Heck reaction. |
topic |
aqueous reaction medium MAOS Mizoroki–Heck reaction Pd nanoparticle sustainable organic synthesis |
url |
https://doi.org/10.3762/bjoc.13.166 |
work_keys_str_mv |
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