Video Experimental Relacionado

Updated: Dec 18, 2025

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework

Published on: April 9, 2018

Compuestos de doble enlace estaño-calcógeno, estananetiona y estananeselona: síntesis, estructura y reactividades

Masaichi Saito¹, Norihiro Tokitoh, Renji Okazaki

¹Department of Chemistry, Graduate School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033 Japan.

Journal of the American Chemical Society

|November 26, 2004

Resumen

Los investigadores primero aislaron diarylstannanethione y diarylstannaneselone, que presentan enlaces dobles estaño-azufre y estaño-selenio, respectivamente. Estos compuestos exhiben características intrínsecas de doble enlace, confirmadas por RMN y análisis cristalográficos.

Área de la Ciencia:

Química organometálica Química orgánica de los metales.
Química Inorgánica La Química Inorgánica es la química inorgánica.
Grupo Principal Química.

Sus antecedentes:

Diarylstannanethiones y diarylstannaneselones son compuestos de estaño-calcógeno con carácter potencial de doble enlace.
La síntesis de estos compuestos ha sido un desafío debido a factores estéricos y electrónicos.

Objetivo del estudio:

Para lograr el primer aislamiento de diarylstannanethione y diarylstannaneselone.
Caracterizar las propiedades electrónicas y estructurales de estos nuevos compuestos de estaño-calcógeno.

Principales métodos:

Descalcogenación de tetracalcógenos estannolanos altamente obstaculizados.
(119) Espectroscopía de RMN de sonido sólido. espectroscopia de RMN.
Cristalografía de rayos X. Cristalografía de rayos X.

Principales resultados:

El aislamiento exitoso de diarylstannanethione (Tbt(Ditp) Sn = S) y diarylstannaneselone (Tbt(Ditp) Sn = Se). fue logrado.
(119) Los espectros de RMN de Sn indicaron estaño tricoordinado, lo que apoya el carácter intrínseco de doble enlace.
El análisis de rayos X de Tbt(Ditp) Sn=Se reveló geometría trigonal y un enlace Sn-Se corto, similar a las cetonas.

Conclusiones:

El estudio informa de la primera síntesis y caracterización de diarylstannanethione y diarylstannaneselone.
Estos compuestos exhiben un carácter intrínseco de doble enlace estaño-calcógeno, confirmado por datos espectroscópicos y cristalográficos.
Las características estructurales sugieren una fuerte analogía con los compuestos cetónicos orgánicos.

Más Videos Relacionados

Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of ChalcogenidoplumbatesII or IV

Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of ChalcogenidoplumbatesII or IV

Published on: December 29, 2016

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

Videos de Conceptos Relacionados

Preparation and Reactions of Sulfides

Preparation and Reactions of Sulfides

Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.

Preparation and Reactions of Thiols

Preparation and Reactions of Thiols

Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.

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 reactions,...

Structural Isomerism

Structural Isomerism

Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can...

Halogenation of Alkenes

Halogenation of Alkenes

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.

Structure and Nomenclature of Thiols and Sulfides

Structure and Nomenclature of Thiols and Sulfides

Thiols and sulfides are sulfur analogs of alcohols and ethers, respectively, where the sulfur atom takes the place of the oxygen atom. Thus, thiols are generally represented as RSH, where R is an alkyl substituent and —SH is the functional group. On the other hand, in sulfides, the central sulfur atom is bonded to two hydrocarbon groups on either side. Depending upon the type of group, sulfides can be either symmetrical or asymmetrical. Both thiols and sulfides display a bent geometry,...