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Related Concept Videos

Heterogeneous Catalysis01:22

Heterogeneous Catalysis

Heterogeneous catalysis involves a catalyst in a different phase from the reactants. It is a process where the catalyst and the reactants are in distinct phases, typically solid and gas or liquid.Most heterogeneous catalysts are metals, metal oxides, or acids. The list includes transition metals like iron (Fe), cobalt (Co), nickel (Ni), palladium (Pd), platinum (Pt), chromium (Cr), manganese (Mn), tungsten (W), silver (Ag), and copper (Cu). These metals possess partially vacant d orbitals that...
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
α-Alkylation of Ketones via Enolate Ions01:10

α-Alkylation of Ketones via Enolate Ions

Ketones with α protons are deprotonated by strong bases like lithium diisopropylamide (LDA) to form enolate ions. The anion is stabilized by resonance, and its hybrid structure exhibits negative charges on the carbonyl oxygen and the α carbon. This ambident nucleophile can attack an electrophile via two possible sites: the carbonyl oxygen, known as O-attack, or the α carbon, known as C-attack. The nucleophilic attack via the carbanionic site is preferred. This is due to the strong interaction...
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones01:21

Acid-Catalyzed α-Halogenation of Aldehydes and Ketones

By replacing an α-hydrogen with a halogen, acid-catalyzed α-halogenation of aldehydes or ketones yields a monohalogenated product
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
Oxidations of Aldehydes and Ketones to Carboxylic Acids01:15

Oxidations of Aldehydes and Ketones to Carboxylic Acids

Oxidation of aldehydes and ketones results in the formation of carboxylic acids. Aldehydes, bearing hydrogen next to the carbonyl group, are easily oxidized compared to ketones. This is because an aldehydic proton can easily be abstracted during oxidation.
Aldehydes readily undergo oxidation in strong oxidizing agents such as potassium permanganate and chromic acid. The oxidation can also be carried out using mild oxidizing agents such as silver oxide. In fact, aldehydes can be easily oxidized...
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.

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Related Experiment Video

Updated: Jul 2, 2026

Synthesis and Catalytic Performance of Gold Intercalated in the Walls of Mesoporous Silica
11:02

Synthesis and Catalytic Performance of Gold Intercalated in the Walls of Mesoporous Silica

Published on: July 9, 2015

Heterogeneous gold catalysts for efficient access to functionalized lactones.

Florentina Neaţu1, Zhi Li, Ryan Richards

  • 1Department of Chemical Technology and Catalysis, University of Bucharest, B-dul Regina Elisabeta 4-12, Bucharest 030016, Romania.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|August 30, 2008
PubMed
Summary

Novel gold catalysts on zeolite beta efficiently convert carboxylic acids to valuable lactones. This heterogeneous system offers catalyst stability and recyclability under mild conditions.

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HKUST-1 as a Heterogeneous Catalyst for the Synthesis of Vanillin
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HKUST-1 as a Heterogeneous Catalyst for the Synthesis of Vanillin

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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-Lactones and Alkylidene Pyrazolones
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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

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Last Updated: Jul 2, 2026

Synthesis and Catalytic Performance of Gold Intercalated in the Walls of Mesoporous Silica
11:02

Synthesis and Catalytic Performance of Gold Intercalated in the Walls of Mesoporous Silica

Published on: July 9, 2015

HKUST-1 as a Heterogeneous Catalyst for the Synthesis of Vanillin
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HKUST-1 as a Heterogeneous Catalyst for the Synthesis of Vanillin

Published on: July 23, 2016

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of &#945;-Imino &#947;-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

Area of Science:

  • Heterogeneous catalysis
  • Materials science
  • Organic synthesis

Background:

  • Zeolite-supported catalysts offer unique properties for organic transformations.
  • Gold catalysis is crucial for various synthetic applications.
  • Intramolecular cycloisomerization is a key reaction for lactone synthesis.

Purpose of the Study:

  • To develop a novel heterogeneous gold catalyst.
  • To investigate its efficacy in synthesizing gamma-alkylidene gamma-butyrolactones.
  • To elucidate the role of cationic gold species in the catalytic mechanism.

Main Methods:

  • Deposition-precipitation method for catalyst preparation.
  • In situ X-ray photoelectron spectroscopy (XPS) for analyzing gold species.
  • Catalytic testing of intramolecular cycloisomerization reactions.

Main Results:

  • The novel gold/zeolite beta catalyst demonstrated high activity for cycloisomerization.
  • In situ XPS suggested the involvement of cationic gold (AuIII) in the reaction.
  • The supported catalyst exhibited superior stability compared to bulk Au2O3.
  • Catalyst recycling was feasible, highlighting its practical utility.

Conclusions:

  • Zeolite beta-supported gold catalysts are effective for synthesizing functionalized gamma-alkylidene gamma-butyrolactones.
  • Cationic gold species play a significant role in the catalytic cycle.
  • The enhanced stability is attributed to particle size and reversible redox processes, enabling mild and recyclable heterogeneous catalysis.