Jove
Visualize
Contact Us

Related Concept Videos

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

Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride

1.5K
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...
1.5K
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene01:14

Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene

2.7K
Electrophilic addition of halogens to alkenes proceeds via a cyclic halonium ion to form a 1,2-dihalide or a vicinal dihalide.
2.7K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

2.6K
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...
2.6K
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene01:17

Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene

7.5K
The electrophilic addition of hydrogen halides such as HBr to alkenes and nonconjugated dienes gives a single product as per Markovnikov’s rule.
7.5K
Heterogeneous Catalysis01:22

Heterogeneous Catalysis

136
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...
136
Halogenation of Alkenes02:46

Halogenation of Alkenes

16.8K
Halogenation is the addition of chlorine or bromine across the double bond in an alkene to yield a vicinal dihalide. The reaction occurs in the presence of inert and non-nucleophilic solvents, such as methylene chloride, chloroform, or carbon tetrachloride.
Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
16.8K

You might also read

Related Articles

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

Sort by
Same author

Protein-Enforced Ligand Environments Reshape Classical Coordination Preferences in Copper Polypyridyl Complexes.

Journal of the American Chemical Society·2026
Same author

Revisiting the origin of electrochemical activity in the topological semimetal PtGa.

Chemical science·2026
Same author

Combining Ag(II) and Ag(I) Reactivity Enables Electrophotochemical Acyl Fluoride Installation on (Hetero)Arenes.

Journal of the American Chemical Society·2026
Same author

Synthesis, characterization, and imidogen photochemistry of a hydrazoic acid adduct of Rh<sub>2</sub>.

Chemical science·2026
Same author

<i>In Crystallo</i> Synthesis of a Triplet Silver Nitrene.

Journal of the American Chemical Society·2026
Same author

Visible-light-induced chlorine photoelimination from acridinium-phosphine gold(iii) complexes.

Chemical science·2026
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 Experiment Video

Updated: Apr 25, 2026

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
10:52

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex

Published on: July 27, 2022

2.8K

Halide-bridged binuclear HX-splitting catalysts.

David C Powers1, Seung Jun Hwang, Shao-Liang Zheng

  • 1Department of Chemistry and Chemical Biology, Harvard University , 12 Oxford Street, Cambridge, Massachusetts 02138, United States.

Inorganic Chemistry
|August 20, 2014
PubMed
Summary
This summary is machine-generated.

New rhodium (Rh2) photocatalysts with built-in halide-bridged geometries efficiently activate hydrohalic acids (HX) for hydrogen (H2) evolution. These catalysts improve upon previous designs by stabilizing key intermediates, leading to enhanced H2 production.

More Related Videos

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
19:58

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

Published on: July 30, 2017

9.3K
Developing Photosensitizer-Cobaloxime Hybrids for Solar-Driven H2 Production in Aqueous Aerobic Conditions
10:21

Developing Photosensitizer-Cobaloxime Hybrids for Solar-Driven H2 Production in Aqueous Aerobic Conditions

Published on: October 5, 2019

7.5K

Related Experiment Videos

Last Updated: Apr 25, 2026

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
10:52

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex

Published on: July 27, 2022

2.8K
Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
19:58

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

Published on: July 30, 2017

9.3K
Developing Photosensitizer-Cobaloxime Hybrids for Solar-Driven H2 Production in Aqueous Aerobic Conditions
10:21

Developing Photosensitizer-Cobaloxime Hybrids for Solar-Driven H2 Production in Aqueous Aerobic Conditions

Published on: October 5, 2019

7.5K

Area of Science:

  • Photochemistry
  • Catalysis
  • Inorganic Chemistry

Background:

  • Two-electron mixed-valence compounds can photochemically rearrange bonds, aiding hydrohalic acid (HX) activation.
  • Efficient HX splitting requires both proton reduction to H2 and halide oxidation to X2, with the latter being challenging.
  • Phosphazane-bridged Rh2 catalysts activate HX via photogenerated intermediates.

Purpose of the Study:

  • Develop novel phosphazane-bridged Rh2 photocatalysts with pre-designed halide-bridged ground-state geometries.
  • Investigate the mechanism of H2 evolution from HX using these new catalysts.
  • Compare the H2-evolution efficiency of the new catalysts with existing ones.

Main Methods:

  • Synthesized new Rh2 complexes using aryl isocyanide ligands to achieve halide-bridged ground-state geometries.
  • Studied the stoichiometric reaction steps involved in H2 evolution, including photoreduction, protonation, and H2 release.
  • Delineated reactivity differences between Rh2 chloride and bromide complexes.

Main Results:

  • Successfully designed and synthesized Rh2 complexes with halide-bridged ground-state geometries.
  • Directly observed the key steps of H2 evolution, including the formation of a halide-bridged Rh2 hydride photoresting state.
  • The new halide-bridged catalysts demonstrated more efficient H2 evolution compared to catalysts lacking stabilized ground-state geometries.

Conclusions:

  • The designed halide-bridged geometry in Rh2 photocatalysts enhances HX activation and H2 evolution efficiency.
  • These findings provide a new strategy for developing advanced photocatalysts for energy conversion applications.
  • The study offers direct mechanistic insights into the H2 evolution pathway.