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Related Concept Videos

Sharpless Epoxidation02:57

Sharpless Epoxidation

The conversion of allylic alcohols into epoxides using the chiral catalyst was discovered by K. Barry Sharpless and is known as Sharpless epoxidation. The use of a chiral catalyst enables the formation of one enantiomer of the product in excess. This chiral catalyst is mainly a chiral complex of titanium tetraisopropoxide and tartrate ester (specific stereoisomer). The stereoisomer used in the chiral catalyst dictates the formation of the enantiomer of the product. In other words, the use of...
Preparation of Epoxides03:00

Preparation of Epoxides

Overview
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids02:04

Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.
Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
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.
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate02:21

Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate

Alkenes can be dihydroxylated using potassium permanganate. The method encompasses the reaction of an alkene with a cold, dilute solution of potassium permanganate under basic conditions to form a cis-diol along with a brown precipitate of manganese dioxide.

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Heterogeneous Removal of Water-Soluble Ruthenium Olefin Metathesis Catalyst from Aqueous Media Via Host-Guest Interaction
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A highly efficient dioxo(mu-oxo)molybdenum(VI) dimer catalyst for olefin epoxidation.

Cláudia C L Pereira1, Salete S Balula, Filipe A Almeida Paz

  • 1Department of Chemistry, CICECO, University of Aveiro, 3810-193 Aveiro, Portugal.

Inorganic Chemistry
|September 22, 2007
PubMed
Summary

This study introduces a highly active oxo-bridged dimer catalyst for olefin epoxidation. The molybdenum complex demonstrates excellent stability and performance in green reaction conditions, paving the way for efficient catalytic processes.

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Area of Science:

  • Inorganic Chemistry
  • Catalysis
  • Organic Synthesis

Background:

  • Oxo-bridged molybdenum dimers are explored for catalytic applications.
  • Olefin epoxidation is a crucial transformation in organic synthesis.
  • Developing efficient and stable catalysts for green chemistry is a key research area.

Purpose of the Study:

  • To synthesize and characterize a novel oxo-bridged molybdenum dimer.
  • To evaluate the catalytic activity of the dimer in liquid-phase olefin epoxidation.
  • To investigate the structural features influencing the catalytic performance.

Main Methods:

  • Synthesis of the oxo-bridged dimer [Mo(2)O(4)(mu(2)-O)Cl(2)(pzH)(4)] (1).
  • Liquid-phase catalytic epoxidation of cyclooctene and (R)-(+)-limonene using tert-butyl hydroperoxide.
  • X-ray crystallographic analysis to determine the complex's structure.

Main Results:

  • Complex 1 exhibits unusually high catalytic activity for epoxidation under mild conditions.
  • The catalyst operates efficiently without additional organic solvents.
  • The complex demonstrates stability and reusability over multiple catalytic runs.
  • X-ray crystallography revealed an unprecedented all-cis configuration in the complex.

Conclusions:

  • The oxo-bridged dimer is a highly active and stable catalyst for olefin epoxidation.
  • The unique all-cis configuration likely contributes to its enhanced catalytic performance.
  • This catalyst offers a promising green chemistry approach for synthesizing epoxides.