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

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...
Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction01:22

Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
Structure and Nomenclature of Epoxides02:38

Structure and Nomenclature of Epoxides

Cyclic ethers are heterocyclic compounds with an oxygen atom in the ring along with carbon atoms. They are named depending on the number of carbon atoms present in their ring system. Cyclic ethers with a three-membered ring system are called “oxirane”, four-membered ring systems as “oxetane”, five-membered ring systems as “oxolane”, and six-membered ring systems as “oxane”. The cyclic structure of these rings imposes angle strain, and this strain is more in the ring having a smaller number of...
Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

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.
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.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.

You might also read

Related Articles

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

Sort by
Same author

Synthesis of 1,3-Diaminoisoquinoline Derivatives via <i>N</i>-Oxide Intermediates from <i>o</i>-Cyanobenzyl Cyanides.

The Journal of organic chemistry·2026
Same author

New Serratane Triterpenoid and Musashi2 inhibitors from Huperzia serrata.

Planta medica·2026
Same author

Correction: Dodecanuclear [NiII8Ln<sub>4</sub>] clusters and rings of corner-sharing {NiII2Ln<sub>2</sub>} cubanes (Ln = Dy, Gd, Y); magnetic and magnetothermal properties.

Dalton transactions (Cambridge, England : 2003)·2026
Same author

Non-Dilute Synthesis of Macrodiolides and Macrotetrolides Enabled by Confinement Catalysis.

Angewandte Chemie (International ed. in English)·2026
Same author

Pressure Tuning of the Low-Frequency Raman Response in Spin-Crossover Networks.

Journal of the American Chemical Society·2026
Same author

Implementing the Quantum Fourier Transform on a molecular qudit with full refocusing and state tomography.

Nature communications·2026

Related Experiment Video

Updated: May 23, 2026

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

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

Linking [M(III)3] triangles with "double-headed" phenolic oximes.

Kevin Mason1, John Chang, Alessandro Prescimone

  • 1EaStCHEM School of Chemistry, The University of Edinburgh, West Mains Road, Edinburgh, EH9 3JJ, UK.

Dalton Transactions (Cambridge, England : 2003)
|April 11, 2012
PubMed
Summary

New ligands create novel polynuclear metal complexes with unique trigonal prism structures. Metal identity and strap length influence cluster size and shape, with longer straps yielding smaller molecules.

More Related Videos

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
09:34

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
07:06

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid

Published on: November 15, 2017

Related Experiment Videos

Last Updated: May 23, 2026

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

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
09:34

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
07:06

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid

Published on: November 15, 2017

Area of Science:

  • Coordination Chemistry
  • Supramolecular Chemistry
  • Materials Science

Background:

  • Salicylaldoxime-based ligands are versatile building blocks for metal complex synthesis.
  • Polynuclear metal clusters exhibit diverse structures and properties relevant to catalysis and magnetism.
  • Understanding structure-property relationships in metal clusters is crucial for designing new functional materials.

Purpose of the Study:

  • To synthesize and characterize novel polynuclear metal complexes using tailored salicylaldoxime ligands.
  • To investigate the impact of ligand structure and metal identity on cluster nuclearity and topology.
  • To explore the self-assembly of metal ions into complex architectures dictated by ligand design.

Main Methods:

  • Synthesis of novel bis-salicylaldoxime ligands with varying aliphatic linker lengths.
  • Assembly of polynuclear iron and manganese complexes using these ligands.
  • Single-crystal X-ray diffraction analysis to determine the structures of the resulting metal clusters.
  • Characterization of the metallic skeleton and ligand coordination modes.

Main Results:

  • Successful synthesis of three novel polynuclear complexes: [Fe(7)O(2)(OH)(6)(H(2)L1)(3)(py)(6)](BF(4))(5)·6H(2)O·14MeOH, [Fe(6)O(OH)(7)(H(2)L2)(3)](BF(4))(3)·4H(2)O·9MeOH, and [Mn(6)O(2)(OH)(2)(H(2)L1)(3)(py)(4)(MeCN)(2)](BF(4))(5)(NO(3))·3MeCN·H(2)O·5py.
  • The metallic core of all clusters adopts a trigonal prism topology, formed by two linked [M(III)(3)O] triangles.
  • Ligand structure and metal ion identity significantly influence the nuclearity and overall topology of the clusters, with longer linkers surprisingly leading to smaller molecular assemblies.

Conclusions:

  • The designed salicylaldoxime ligands effectively template the formation of intricate polynuclear metal clusters.
  • The study demonstrates a rational approach to controlling metal cluster architecture through ligand engineering.
  • The findings highlight the subtle interplay between ligand design, metal choice, and resulting cluster structure, offering insights for future coordination chemistry endeavors.