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

Properties of Organometallic Compounds01:23

Properties of Organometallic Compounds

2.2K
Organometallic compounds are compounds that contain a carbon–metal bond. Carbon belongs to an organyl group like alkyl, aryl, allyl, or benzyl groups. The metal can be from Group I or Group II of the periodic table, a transition metal, or a semimetal.
2.2K
Carbocations02:10

Carbocations

15.0K
Carbocations are one of the reaction intermediates formed during several nucleophilic substitutions or elimination reactions. A carbocation is an electron-deficient species with the central carbon atom having six electrons and three bonded atoms. The central carbon in a carbocation is sp2 hybridized with trigonal planar geometry. It has an empty p orbital perpendicular to the plane of the structure that can accept electrons. Thus, carbocations act as strong electrophiles and may react with any...
15.0K
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

10.2K
The electrophilic addition of hydrogen halides such as HBr to alkenes and nonconjugated dienes gives a single product as per Markovnikov’s rule.
10.2K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

4.1K
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...
4.1K
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

4.0K
Electrophilic addition of halogens to alkenes proceeds via a cyclic halonium ion to form a 1,2-dihalide or a vicinal dihalide.
4.0K
Nucleophilic Aromatic Substitution: Elimination–Addition01:11

Nucleophilic Aromatic Substitution: Elimination–Addition

5.7K
Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is...
5.7K

You might also read

Related Articles

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

Sort by
Same author

Pattern of Agreement Among Medications Used During Pregnancy as Recorded in Self-Report and Administrative Claims From California.

Birth defects research·2026
Same author

Hull-Less Barley (<i>Hordeum vulgare</i> L. var. <i>nudum</i> Hook. f.): A Review of Its Phytochemistry, Bioactivities, Pharmacology and Applications.

Journal of agricultural and food chemistry·2026
Same author

Light-induced quantum friction of carbon nanotubes in water.

Nature·2026
Same author

Enantioselective effects of imazalil on banana postharvest ripening aroma revealed by integrated volatilomics, lipidomics and metabolomics.

Food chemistry: X·2026
Same author

The Efficacy and Safety of Platelet-Rich Plasma in the Treatment of Melasma: A Systematic Review and Meta-analysis.

Aesthetic plastic surgery·2026
Same author

A first-in-class bifunctional antibody targeting CD20 and CD37 remodels the immune microenvironment in relapsed or refractory B-cell malignancies.

Journal of hematology & oncology·2026

Related Experiment Video

Updated: Apr 16, 2026

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
09:45

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene

Published on: March 20, 2017

11.0K

C-H bond functionalization based on metal carbene migratory insertion.

Fangdong Hu1, Ying Xia, Chen Ma

  • 1Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China. wangjb@pku.edu.cn.

Chemical Communications (Cambridge, England)
|March 6, 2015
PubMed
Summary

Metal carbene migratory insertion reactions offer a novel coupling method using diazo compounds. Recent advancements merge this process with C-H bond activation, expanding synthetic possibilities.

More Related Videos

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

14.5K
Author Spotlight: Functionalizing Metal-Organic Frameworks: Advancements, Challenges, and the Power of Post-Synthetic Ligand Exchange
04:51

Author Spotlight: Functionalizing Metal-Organic Frameworks: Advancements, Challenges, and the Power of Post-Synthetic Ligand Exchange

Published on: June 23, 2023

4.5K

Related Experiment Videos

Last Updated: Apr 16, 2026

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
09:45

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene

Published on: March 20, 2017

11.0K
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

14.5K
Author Spotlight: Functionalizing Metal-Organic Frameworks: Advancements, Challenges, and the Power of Post-Synthetic Ligand Exchange
04:51

Author Spotlight: Functionalizing Metal-Organic Frameworks: Advancements, Challenges, and the Power of Post-Synthetic Ligand Exchange

Published on: June 23, 2023

4.5K

Area of Science:

  • Organic Chemistry
  • Catalysis

Background:

  • Cross-coupling reactions are fundamental in organic synthesis.
  • Diazo compounds serve as versatile precursors in chemical reactions.
  • Metal carbene migratory insertion is a key catalytic process.

Purpose of the Study:

  • To summarize recent developments in cross-coupling reactions involving metal carbene migratory insertion.
  • To highlight the integration of carbene migratory insertion with C-H bond activation strategies.
  • To provide an overview of investigations in this emerging field.

Main Methods:

  • Review of literature on metal carbene migratory insertion reactions.
  • Analysis of studies merging carbene insertion with C-H activation.
  • Compilation of recent research findings in this area.

Main Results:

  • Establishment of cross-coupling reactions with diazo compounds via metal carbene migratory insertion.
  • Successful merging of carbene migratory insertion with C-H bond activation since 2011.
  • Significant advancements and documented investigations in recent years.

Conclusions:

  • Metal carbene migratory insertion represents a new paradigm in coupling reactions.
  • The synergy between carbene insertion and C-H activation is a rapidly evolving area.
  • This review consolidates key developments for future research.