Jove
Visualize
Contáctanos
JoVE
x logofacebook logolinkedin logoyoutube logo
ACERCA DE JoVE
Visión GeneralLiderazgoBlogCentro de Ayuda JoVE
AUTORES
Proceso de PublicaciónConsejo EditorialAlcance y PolíticasRevisión por ParesPreguntas FrecuentesEnviar
BIBLIOTECARIOS
TestimoniosSuscripcionesAccesoRecursosConsejo Asesor de BibliotecasPreguntas Frecuentes
INVESTIGACIÓN
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchivo
EDUCACIÓN
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualCentro de Recursos para ProfesoresSitio de Profesores
Términos y Condiciones de Uso
Política de Privacidad
Políticas

Videos de Conceptos Relacionados

ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH301:11

ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3

6.3K
All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...
6.3K
Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)01:30

Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)

4.0K
Nucleophilic substitution in aromatic compounds is feasible in substrates bearing strong electron-withdrawing substituents positioned ortho or para to the leaving group. The reaction proceeds via two steps: the addition of the nucleophile and the elimination of the leaving group.
The reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between...
4.0K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

2.0K
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
2.0K
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement01:21

[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement

2.8K
The Cope rearrangement is classified as a [3,3] sigmatropic shift in 1,5-dienes, leading to a more stable, isomeric 1,5-diene. The reaction involves a concerted movement of six electrons, four from two π bonds and two from a σ bond, via an energetically favorable chair-like transition state.
2.8K
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry01:29

Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry

4.8K
Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
4.8K
Stability of Substituted Cyclohexanes02:30

Stability of Substituted Cyclohexanes

13.0K
This lesson discusses the stability of substituted cyclohexanes with a focus on energies of various conformers and the effect of 1,3-diaxial interactions.
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
13.0K

También podría leer

Artículos Relacionados

Artículos vinculados a este trabajo por autores compartidos, revista y gráfico de citas.

Ordenar por
Same author

Photophysical characterization, biocompatibility and anticancer studies of green fabricated copper doped zirconium dioxide nanoparticles derived from Clitoria ternatea.

Discover nano·2026
Same author

Distance-Dependent, Rate-Accelerating and Diastereoselective Directing Effects in Decatungstate-Mediated Stereoediting Reactions.

Journal of the American Chemical Society·2026
Same author

Alcohol group migration by proximity-enhanced H atom abstraction.

Nature·2026
Same author

Total Synthesis of (+)-Raistrickindole A.

Organic letters·2026
Same author

Selective epimerization of GlcNAc to GalNAc through steady-state tuning under kinetic network control.

Nature chemistry·2026
Same author

Valorization of CO<sub>2</sub> and N<sub>2</sub>O Gas Enabled by a Single Multi-Photoinduced Electron Transfer Catalyst.

Journal of the American Chemical Society·2025
Same journal

Switching Site Selectivity in Alkoxyamine Hydration: From Lone-Pair Direction to Solvent Network Dominance.

Journal of the American Chemical Society·2026
Same journal

A Topotactic Leap: 2D Layers to 3D Large-Pore Zeolite.

Journal of the American Chemical Society·2026
Same journal

Enhanced Hydrogen Evolution over Single-Atom Catalysts via Electrostatic Polarization in Contact-electro-catalysis.

Journal of the American Chemical Society·2026
Same journal

Tumor Acidity-Activatable Ionizable Lipid Nanoparticles for Selective Oncolytic Therapy.

Journal of the American Chemical Society·2026
Same journal

Alternating Magnetic Field Promotes Ammonia Cracking by Disrupting the Sabatier Limitation of Ruthenium Catalytic Species.

Journal of the American Chemical Society·2026
Same journal

Bulk Ferromagnetic Icosahedral Quasicrystals without Rapid Quenching.

Journal of the American Chemical Society·2026
Ver todos los artículos relacionados

Video Experimental Relacionado

Updated: Sep 10, 2025

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

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

6.9K

Estrategia de grupo de migración para la funcionalidad remota de anillos de siete miembros

Wenlai Han1, Taehwan Hwang1,2, Christina Lian1

  • 1Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.

Journal of the American Chemical Society
|August 19, 2025
PubMed
Resumen
Este resumen es generado por máquina.

Los investigadores desarrollaron un nuevo método fotocatalítico para sintetizar complejos anillos de siete miembros. Esta estrategia permite la funcionalización directa de cetonas cíclicas, ofreciendo una ruta más eficiente a valiosos compuestos bioactivos.

Más Videos Relacionados

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
05:17

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay

Published on: February 9, 2021

1.6K
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

3.3K

Videos de Experimentos Relacionados

Last Updated: Sep 10, 2025

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

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

6.9K
Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
05:17

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay

Published on: February 9, 2021

1.6K
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

3.3K

Área de la Ciencia:

  • Química orgánica
  • Metodología sintética
  • Fotocatálisis

Sus antecedentes:

  • Los anillos de siete miembros son cruciales en las moléculas bioactivas, pero son difíciles de sintetizar.
  • Los métodos tradicionales a menudo requieren un complejo montaje de anillos o bloques de construcción pre-funcionalizados.
  • La funcionalización directa de precursores cíclicos más simples es una alternativa sintética atractiva.

Objetivo del estudio:

  • Desarrollar una nueva estrategia fotocatalítica para la síntesis de anillos sustituidos de siete miembros.
  • Permitir la funcionalización directa de los precursores cíclicos fácilmente disponibles.
  • Abordar las limitaciones de las metodologías sintéticas actuales para anillos de tamaño medio.

Principales métodos:

  • Migración fotocatalítica de cetonas transanulares mediante el uso de decatungstato de sodio y cocatalizadores de tiol.
  • Utilizando la irradiación de diodos emisores de luz (LED) en condiciones suaves.
  • El uso de un enfoque cinético dinámico que implica la transferencia reversible de átomos de hidrógeno y la migración mediada por radicales.

Principales resultados:

  • Conversión de los acilcicloheptanos 1,1-disubstituidos en productos 1,4-disubstituidos.
  • Demostración de la funcionalidad C-H selectiva del sitio dentro del anillo de siete miembros.
  • Acceso regioselectivo a sistemas de anillos de siete miembros densamente sustituidos.

Conclusiones:

  • El método fotocatalítico desarrollado proporciona una vía eficiente y regioselectiva para los anillos de siete miembros sustituidos.
  • Esta estrategia supera los desafíos asociados con la síntesis tradicional de anillos de tamaño medio.
  • El enfoque ofrece una nueva herramienta valiosa para acceder a arquitecturas moleculares complejas en química medicinal y ciencias de los materiales.