Palladium on activated carbon: a valuable heterogeneous catalyst for one-pot multi-step synthesis

Gruber, Markus; Chouzier, Sandra; Koehler, K.; Djakovitch, Laurent

doi:10.1016/j.apcata.2004.01.012

Cited by 111 publications

(34 citation statements)

References 23 publications

(25 reference statements)

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“…The mild conditions described for tandem Heck/hydrogenation and Suzuki/reduction sequences using aryldiazonium salts as electrophiles contrast with the high temperature and hydrogen pressure required for the tandem Heck/reduction described by Djakovitch and co-workers. [15] In their studies, they used Pd II /C as a multitask catalyst for sequential Heck coupling/hydrogenation (Scheme 3). The coupling step was carried out in NMP at high temperature (140 8C) with a low catalyst loading (0.1 mol % Pd).…”

Section: Processes With Two or More Mechanistically Different Reactionsmentioning

confidence: 99%

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Heterogeneous Multifunctional Catalysts for Tandem Processes: An Approach toward Sustainability

2008

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The development of sustainable organometallic chemistry is one of the many challenges that chemists must address to solve environmental issues. Until now, the classical approach was to develop highly selective homogeneous catalysts for a single transformation. However, a new area of research focuses on the execution of two or more reactions in the same vessel using heterogeneous multitask catalysts. This approach results in a reduced number of operations leading to time and cost benefits. Moreover, owing to the scarcity of natural resources and the recent dramatic cost increase of these resources and metals, the development of recyclable heterogeneous catalysts is urgent. This Minireview focuses on the latest developments in tandem reactions promoted by heterogeneous multitask catalysts.

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Section: Processes With Two or More Mechanistically Different Reactionsmentioning

confidence: 99%

“…[15] They studied the one-pot consecutive synthesis of 4-styrylbi- . The authors noticed that, if performed first, the Suzuki coupling would not be selective enough as phenylboronic acid 6 reacts smoothly with both iodo-and bromoarenes at elevated temperature.…”

Section: Processes With Two or More Mechanistically Similar Reactionsmentioning

confidence: 99%

Heterogeneous Multifunctional Catalysts for Tandem Processes: An Approach toward Sustainability

2008

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“…mainly palladium colloids and aggregates) by metallic copper surrounding when copper chloride is used in high concentration. Such palladium particles poisoning by copper was previously observed when engaging supported metallic palladium in presence of copper salts (CuCl 2 , CuI) [13]. Thus optimisation of the conditions led to a new fully catalytic protocol working with Pd(OAc) 2 (10 mol%) and CuCl 2 (2 mol%) at 60 °C.…”

Section: Resultsmentioning

confidence: 78%

Direct palladium/copper oxidative cross-coupling of α-methylstyrene with acrylates

et al. 2010

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Fully palladium/copper catalytic oxidative cross-coupling of acrylates with -methylstyrene was performed in a DMSO/AcOH (1:1) mixture at 60 °C in the air. This improves previous procedures which employed stoichiometric amounts of copper and oxygen. Thus various acrylates were effectively coupled to -methylstyrene giving the expected compounds in moderate to good yields (44%-65%) as a mixture of E and Z isomers.

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“…[4] In fact, this methodology based on consecutive Heck coupling followed by hydrogenation, has been reported for the synthesis of dibenzyl and 2-styrylphenylamine using Pd/C as catalyst. [5] Scheme 1. …”

Section: Introductionmentioning

confidence: 99%

Heterogeneous Palladium Catalysts for a New One‐Pot Chemical Route in the Synthesis of Fragrances Based on the Heck Reaction

et al. 2007

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The one-pot synthesis of the fragrance 4-(p-methoxyphenyl)butan-2-one, with raspberry scent, has been carried out using palladium on different supports such as magnesium oxide (MgO), hydrotalcite, hydroxyapatite (HA), aluminium oxide (gAl 2 O 3 ) and titanium dioxide (TiO 2 ). The first pathway consists of a Heck coupling between 4-methoxyiodoanisole and methyl vinyl ketone followed by hydrogenation. Palladium supported on titanium dioxide showed the best performance for carrying out both consecutive steps giving 4-(p-methoxyphenyl)-butan-2-one with high yields and selectivity. The PdTiO 2 catalyst is more active than a homogeneous palladium complex that is well accepted in the literature as being highly active for performing Heck reactions.

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Palladium on activated carbon: a valuable heterogeneous catalyst for one-pot multi-step synthesis

Cited by 111 publications

References 23 publications

Heterogeneous Multifunctional Catalysts for Tandem Processes: An Approach toward Sustainability

Heterogeneous Multifunctional Catalysts for Tandem Processes: An Approach toward Sustainability

Direct palladium/copper oxidative cross-coupling of α-methylstyrene with acrylates

Heterogeneous Palladium Catalysts for a New One‐Pot Chemical Route in the Synthesis of Fragrances Based on the Heck Reaction

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