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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Main Authors: Carolina S. García, Paula M. Uberman, Sandra E. Martín
Format: Article
Language:English
Published: Beilstein-Institut 2017-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.13.166
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spelling 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
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