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

Radical Formation: Homolysis00:54

Radical Formation: Homolysis

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.
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride01:26

Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride

Radical substitution reactions can be used to remove functional groups from molecules. The hydrogenolysis of alkyl halides is one such reaction, where the weak Sn–H bond in tributyltin hydride reacts with alkyl halides to form alkanes. Here, the reagent Bu3SnH yields tributyltin halide as a byproduct.
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation reactions,...
Radical Reactivity: Intramolecular vs Intermolecular01:33

Radical Reactivity: Intramolecular vs Intermolecular

Radical reactions can occur either intermolecularly or intramolecularly. In an intermolecular radical reaction, a nucleophilic radical adds to an electrophilic alkene or vice versa. In such reactions, the radical and generally the alkene, which is also called the radical trap, are two different molecules. Additionally, for such intermolecular reactions to occur, the radical trap must be active, present in an excess concentration, and the radical starting material must have a weak carbon–halogen...
Alkyl Halides02:45

Alkyl Halides

Structural Properties
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
ortho–para-Directing Deactivators: Halogens01:24

ortho–para-Directing Deactivators: Halogens

Halogens are ortho–para directors. They are more electronegative than carbon. Therefore, as ring substituents, they can withdraw electrons through the inductive effect and deactivate the aromatic ring towards electrophilic substitution. Halogens also have an electron-donating resonance effect on the ring, which influences the orientation of the incoming electrophile. If an electrophile attacks at the ortho or the para position, the halogen donates electrons and stabilizes the intermediate...
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.

You might also read

Related Articles

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

Sort by
Same author

Structural variations in (001)-oriented layered lead halide perovskites, templated by 1,2,4-triazolium.

Dalton transactions (Cambridge, England : 2003)·2020
Same author

Diradical Character of Neutral Heteroleptic Bis(1,2-dithiolene) Metal Complexes: Case Study of [Pd(Me<sub>2</sub>timdt)(mnt)] (Me<sub>2</sub>timdt = 1,3-Dimethyl-2,4,5-trithioxoimidazolidine; mnt<sup>2-</sup> = 1,2-Dicyano-1,2-ethylenedithiolate).

Inorganic chemistry·2020
Same author

Variable dimensionality in 'hollow' hybrid tin iodide perovskites.

Dalton transactions (Cambridge, England : 2003)·2020
Same author

Luminescent Dinuclear Copper(I) Complexes Bearing an Imidazolylpyrimidine Bridging Ligand.

Inorganic chemistry·2020
Same author

NHC-catalyzed enantioselective synthesis of β-trifluoromethyl-β-hydroxyamides.

Beilstein journal of organic chemistry·2020
Same author

Janus Face All-cis 1,2,4,5-tetrakis(trifluoromethyl)- and All-cis 1,2,3,4,5,6-hexakis(trifluoromethyl)- Cyclohexanes.

Angewandte Chemie (International ed. in English)·2020

Related Experiment Video

Updated: May 12, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
12:27

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

Published on: September 8, 2013

Iridium(I) hydroxides: powerful synthons for bond activation.

Byron J Truscott1, David J Nelson, Cristina Lujan

  • 1EaStCHEM, School of Chemistry, University of St. Andrews, Purdie Building, North Haugh, St. Andrews, Fife KY16 9ST, UK.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|April 26, 2013
PubMed
Summary
This summary is machine-generated.

New iridium(I) hydroxide complexes activate various chemical bonds under mild conditions. This atom-efficient method, producing only water as waste, offers potential for novel organic synthesis and small-molecule activation catalysis.

More Related Videos

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
09:54

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes

Published on: September 12, 2018

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
10:51

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

Related Experiment Videos

Last Updated: May 12, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
12:27

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

Published on: September 8, 2013

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
09:54

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes

Published on: September 12, 2018

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
10:51

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

Area of Science:

  • Organometallic Chemistry
  • Catalysis
  • Synthetic Chemistry

Background:

  • Iridium complexes are vital in catalysis.
  • Developing new ligands and metal complexes expands synthetic possibilities.
  • N-heterocyclic carbenes (NHCs) are versatile ligands in organometallic chemistry.

Purpose of the Study:

  • To synthesize and characterize a new family of iridium(I) hydroxide complexes.
  • To investigate the structural and steric properties of these complexes.
  • To explore the reactivity and catalytic potential of these iridium complexes in bond activation.

Main Methods:

  • Synthesis of iridium(I) hydroxide complexes of the form [Ir(cod)(NHC)(OH)].
  • Single-crystal X-ray diffraction for structural analysis.
  • Computational methods to study steric properties.
  • Reaction studies with various substrates including boronic acids, silicon compounds, alcohols, carboxylic acids, and amines.

Main Results:

  • A new family of iridium(I) hydroxide complexes, [Ir(cod)(NHC)(OH)], was successfully synthesized.
  • Structural and steric properties were elucidated using X-ray crystallography and computational analysis.
  • The model complex [Ir(cod)(IiPr)(OH)] demonstrated reactivity towards boronic acids, silicon compounds, and achieved O-H, N-H, and C-H bond activation.
  • Mild reaction conditions (room temperature) and high atom efficiency were observed, with water as the sole byproduct for X-H bond activation.

Conclusions:

  • The reported iridium(I) hydroxides represent a versatile synthon for chemical transformations.
  • These complexes enable the activation of important chemical bonds under mild, additive-free conditions.
  • The system holds significant promise for developing new catalytic cycles in organic synthesis and small-molecule activation.