Construction of Dibenzosilinanes through Energy Transfer Catalysis
Xiongxiong Lu1, Jiajun Li1, Yanan Zhang1
1College of Chemistry, Zhengzhou University, Zhengzhou450001, P. R. China.
Abstract:
Silacyclic compounds occupy a pivotal position in synthetic chemistry, medicinal chemistry, and materials science. Herein, we report a method for the synthesis of dibenzosilacyclohexane derivatives via in situ activation of Si-H bonds mediated by a triplet energy transfer (EnT)-enabled biradical intermediate. Isotope labeling experiments reveal that the reaction proceeds via a cascade involving 1,5-hydrogen atom transfer, dearomatization, and arene ring reconstruction. Radical trapping experiments and spectroscopic investigations corroborate the EnT mechanism. Derivatives obtained from this protocol show promise as photocatalysts.
More Related Videos
09:37Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
12:07Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Related Concept Videos
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Diels–Alder Reaction: Characteristics of Dienes
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Cycloaddition Reactions: Overview
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
