Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids02:04

Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

7.1K
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.
7.1K
Radical Formation: Addition00:47

Radical Formation: Addition

2.1K
Radicals can be formed by adding a radical to a spin-paired molecule. This is typically observed with unsaturated species, where the addition of a radical across the π bond leads to the production of a new radical by dissolving the π bond. For example, the addition of a Br radical to an alkene yields a carbon-centered radical.
Similar to charge conservation in chemical reactions, spin conservation is implicit for radical reactions. Accordingly, the product formed must possess an...
2.1K
Radical Formation: Homolysis00:54

Radical Formation: Homolysis

4.1K
A bond is formed between two atoms by sharing two electrons. When this bond is broken by supplying sufficient energy, either two electrons can be taken up by one atom forming ions by the cleavage called heterolysis, or the two electrons are shared by two atoms, with one each creating radicals by the cleavage called homolysis.
4.1K
Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

4.1K
Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
4.1K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

12.4K
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.
12.4K
Introduction to Electrophilic Addition Reactions of Alkenes02:24

Introduction to Electrophilic Addition Reactions of Alkenes

10.0K
The double bond in a simple, unconjugated alkene is a region of high electron density that can act as a weak base or a nucleophile. The filled π orbital (HOMO) of the double bond can interact with the empty LUMO of an electrophile. A bonding interaction occurs when the electrophile attacks between the two carbons; the electrophile then accepts a pair of electrons from the π bond and undergoes addition across the double bond, yielding a single product.
Addition and elimination...
10.0K

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

A phosphine-stabilized silylene rhodium complex.

Dalton transactions (Cambridge, England : 2003)·2019
Same author

Rh(iii)-Catalysed solvent-free hydrodehalogenation of alkyl halides by tertiary silanes.

Dalton transactions (Cambridge, England : 2003)·2018
Same author

Alkene-alkyl interconversion: an experimental and computational study of the olefin insertion and β-hydride elimination processes.

Dalton transactions (Cambridge, England : 2003)·2018
Same author

A pentacoordinated norbornenyl-acyl-rhodium(iii) complex as a likely intermediate in the catalytic hydroacylation of norbornadiene.

Dalton transactions (Cambridge, England : 2003)·2016
Same author

Optimising the acquisition and retention of heat acclimation.

International journal of sports medicine·2011
Same author

Ambient temperature and the pituitary hormone responses to exercise in humans.

Experimental physiology·2003

Related Experiment Video

Updated: Dec 24, 2025

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
06:34

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Published on: June 20, 2014

14.2K

Si-C(sp3) bond activation through oxidative addition at a Rh(i) centre.

S Azpeitia1, A J Martínez-Martínez, M A Garralda

  • 1Department of Applied Chemistry, University of Basque Country (UPV/EHU), 20080 San Sebastián, Spain.

Dalton Transactions (Cambridge, England : 2003)
|April 7, 2020
PubMed
Summary
This summary is machine-generated.

A new method achieves direct silicon-carbon bond activation at room temperature. This reaction cleaves a silicon-methyl bond using a rhodium catalyst, forming a cationic silyl-methyl-rhodium(III) complex.

More Related Videos

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

7.2K
Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
07:50

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides

Published on: May 26, 2019

9.7K

Related Experiment Videos

Last Updated: Dec 24, 2025

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
06:34

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Published on: June 20, 2014

14.2K
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

7.2K
Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
07:50

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides

Published on: May 26, 2019

9.7K

Area of Science:

  • Organometallic Chemistry
  • Catalysis
  • Silicon Chemistry

Background:

  • Silicon-carbon bond activation is crucial for functionalizing organosilicon compounds.
  • Developing efficient and mild methods for Si-C bond cleavage remains a challenge in synthetic chemistry.

Purpose of the Study:

  • To report a novel, direct, and room temperature method for silicon-carbon bond activation.
  • To investigate the reactivity of specific silanes with rhodium catalysts.

Main Methods:

  • The reaction of bis(cyclooctene)rhodium(I) chloride dimer ([RhCl(coe)2]2) with a functionalized silane, Si(Me)2(o-C6H4SMe)2.
  • Utilizing a halide abstractor to promote the catalytic cycle.
  • Comparing the reactivity with different rhodium(I) precursors, such as [RhCl(cod)]2 and [RhCl(nbd)]2.

Main Results:

  • Direct silicon-carbon bond activation was achieved at room temperature.
  • A cationic silyl-methyl-rhodium(III) complex was successfully synthesized via Si-CH3 bond cleavage.
  • Reactions with rhodium(I) bis-alkene dimers did not result in Si-CH3 bond activation, highlighting the catalyst's specific role.

Conclusions:

  • The reported method offers an easy and direct pathway for Si-C bond activation under mild conditions.
  • The choice of rhodium precursor is critical for achieving the desired Si-CH3 bond cleavage.
  • This work provides a new tool for organosilicon chemistry and catalysis.