Supramolecular reactor in an aqueous environment: aromatic cross Suzuki coupling reaction at room temperature
Ja-Hyoung Ryu1, Cheong-Jin Jang, Yong-Sik Yoo
1Center for Supramolecular Nano-Assembly and Department of Chemistry, Yonsei University, Seoul, Korea.
Abstract:
[reaction: see text] We have investigated supramolecular reactors for the Suzuki coupling reactions of aryl halides with phenyl boronic acids by using self-assembly of amphiphilic rod-coil molecules in aqueous solution at room temperature. All the rod-coil molecules synthesized in this work showed to self-assemble into discrete micelles consisting of aromatic rod bundles encapsulated by hydrophilic poly(ethylene oxide) coils. We present a comparative study of rod-coil molecules' efficiency as supramolecular reactors for Suzuki coupling reaction. The closed-packed aromatic bundles play an efficient role in supramolecular reactors for the coupling reactions at room temperature. The supramolecular reactor based on hexa-p-phenylene confers unprecedented activity, allowing reactions to be performed at very low catalyst levels, without conventional heating or microwave.
Related Concept Videos
Cycloaddition Reactions: Overview
Electrophilic Aromatic Substitution: Sulfonation of Benzene
Nucleophilic Aromatic Substitution: Elimination–Addition
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo, or cyano...
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Cycloaddition Reactions: MO Requirements for Thermal Activation
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)

