Video Experimental Relacionado

Updated: Aug 6, 2025

The Synthesis of [Sn10SiSiMe334]2- Using a Metastable SnI Halide Solution Synthesized via a Co-condensation Technique

The Synthesis of [Sn10SiSiMe334]2- Using a Metastable SnI Halide Solution Synthesized via a Co-condensation Technique

Published on: November 28, 2016

Doble monosubstituido Sn ((I) Radical con un momento angular orbital no apagado sustancial

Dongmin Wang¹, Wang Chen^2,3, Cai Zhai⁴

¹Innovation Center for Chemical Sciences, Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China.

Journal of the American Chemical Society

|March 17, 2023

Resumen

Los investigadores sintetizaron el primer análogo de estaño de un carbino libre, un radical de estaño neutro. Este nuevo compuesto exhibe propiedades electrónicas y reactividad únicas, abriendo nuevas vías en la química de la organotina.

Área de la Ciencia:

Química organometálica
Química del grupo principal
La Química Radical

Sus antecedentes:

Los análogos más pesados de los carbenos son difíciles de aislar debido a su alta reactividad.
Las especies anteriores de estaño (I/III) no han mostrado las características de los carbenos libres.

Objetivo del estudio:

Síntesis y caracterización de un radical de estaño monosubstituido neutro.
Investigar la estructura electrónica y la reactividad de este nuevo análogo de carbino de estaño.

Principales métodos:

Síntesis de un radical de estaño apoyado por un ligando de hidrindaceno.
Caracterización mediante métodos espectroscópicos y análisis de su estructura electrónica.
Investigación de la reactividad con el carbeno N-heterocíclico, la benzofenona, el difenil diselenida y la p-benzoquinona.

Principales resultados:

Se sintetizó con éxito el primer análogo neutro de carbino de estaño, un radical de estaño (I).
El compuesto exhibe una estructura electrónica única con pseudo-degeneración orbital doble y momento angular orbital no apagado.
El radical de estaño (I) se une fácilmente al carbeno heterocíclico, se somete a una transferencia de electrones con la benzofenona y forma nuevos enlaces con el difenil diselenido y la p-benzoquinona.

Conclusiones:

El radical de estaño sintetizado representa un avance significativo en la química de los carbenos más pesados.
Su distinta configuración electrónica dicta su versátil reactividad.
Este descubrimiento amplía el alcance de los compuestos del grupo principal estables de baja valencia.

Más Videos Relacionados

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry

Published on: October 18, 2019

Author Spotlight: Magnetometric Characterization of Intermediates in the Solid-State Electrochemistry of Redox-Active Metal-Organic Frameworks

Author Spotlight: Magnetometric Characterization of Intermediates in the Solid-State Electrochemistry of Redox-Active Metal-Organic Frameworks

Published on: June 9, 2023

Videos de Conceptos Relacionados

Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride

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...

π Molecular Orbitals of the Allyl Radical

π Molecular Orbitals of the Allyl Radical

Allyl radicals are three-carbon conjugated systems. They are readily formed as intermediates in halogenation reactions of alkenes involving the addition of halogen to the allylic carbon instead of the double bond. As seen in allyl cations and anions, each of the three sp2-hybridized carbon atoms in allyl radicals has an unhybridized p orbital. These orbitals combine to give three π molecular orbitals.
The allyl systems have identical molecular orbitals but differ in the number of π electrons....

Radicals: Electronic Structure and Geometry

Radicals: Electronic Structure and Geometry

This lesson delves into the geometry of a radical, which is influenced by the electronic structure of the molecule. The principle is similar to that of a lone pair, where the unpaired electron influences the geometry at the radical center.
Accordingly, the structure of a trivalent radical lies between the geometries of carbocations and carbanions. An sp2-hybridized carbocation is trigonal planar, while an sp3-hybridized carbanion is trigonal pyramidal. Here, the difference in geometry is...

Molecular Orbital Theory II

Molecular Orbital Theory II

Molecular Orbital Energy Diagrams

Valence Bond Theory

Valence Bond Theory

Coordination compounds and complexes exhibit different colors, geometries, and magnetic behavior, depending on the metal atom/ion and ligands from which they are composed. In an attempt to explain the bonding and structure of coordination complexes, Linus Pauling proposed the valence bond theory, or VBT, using the concepts of hybridization and the overlapping of the atomic orbitals. According to VBT, the central metal atom or ion (Lewis acid) hybridizes to provide empty orbitals of suitable...

Radical Reactivity: Concentration Effects

Radical Reactivity: Concentration Effects

In a radical reaction, the concentration of starting materials governs the selectivity of a radical. For example, the reaction between an alkyl halide and an alkene, in the presence of tin hydride and AIBN, begins with the generation of a tin radical. The generated radical then abstracts halogen from the alkyl halide, producing an alkyl radical. This alkyl radical can either react with tin hydride, yielding an alkane, or add to an alkene, generating a nitrile-stabilized radical, eventually...