Related Experiment Video
Updated: Sep 16, 2025

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Palladium-Catalyzed Direct C(sp3)-H Arylations of Benzylsilanes with Aryl Halides
Yaqi Yuan1, Xingtao Chen1, Yan-En Wang2
1State Key Laboratory of Materials Oriented Chemical Engineering (MCE), Technical Institute of Fluorochemistry (TIF), School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, P.R. China.
Abstract:
A Pd/Nixantphos-catalyzed cross-coupling reaction between benzylsilanes and aryl halides for the synthesis of diarylmethylsilanes has been developed. This transformation achieves chemoselective deprotonation of simple benzylsilanes at the benzylic position through rarely used CsN(SiMe3)2, providing an efficient and straightforward approach to generate a diverse array of diarylmethylsilanes in moderate to good yields. The reaction exhibits excellent functional group tolerance across a broad range of substrates, including electron-rich, -deficient, and -sterically hindered coupling partners. Furthermore, the synthetic practicality of this methodology is illustrated via the synthesis of valuable silane-containing building blocks.
More Related Videos
Related Concept Videos
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
Nucleophilic Aromatic Substitution: Elimination–Addition
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene
Preparation and Reactions of Sulfides
Electrophilic Aromatic Substitution: Friedel–Crafts Alkylation of Benzene
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
