An Aerobic and Very Fast Pd/C-Catalyzed Ligand-Free and Aqueous Suzuki Reaction Under Mild Conditions

An aerobic, ligand‐free Suzuki reaction catalyzed by Pd/C in aqueous media has been developed. This method is a very simple, efficient and mild protocol for the cross‐coupling of aryl bromides with arylboronic acids, and the reactions proceeded smoothly in excellent yields within short reaction time...

Full description

Saved in:
Bibliographic Details
Published in:European journal of organic chemistry 2013-07, Vol.2013 (20), p.4345-4350
Main Authors: Liu, Chun, Rao, Xiaofeng, Zhang, Yixia, Li, Xinmin, Qiu, Jieshan, Jin, Zilin
Format: Article
Language:English
Subjects:
Biaryls
Cross-coupling
Heterogeneous catalysis
Ligands
Liquid crystals
Palladium
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:An aerobic, ligand‐free Suzuki reaction catalyzed by Pd/C in aqueous media has been developed. This method is a very simple, efficient and mild protocol for the cross‐coupling of aryl bromides with arylboronic acids, and the reactions proceeded smoothly in excellent yields within short reaction times. Control experiments demonstrated that the Pd/C‐catalyzed Suzuki reaction was much quicker when performed in air or oxygen than in nitrogen. Furthermore, this protocol could be used for the synthesis of fluorinated liquid‐crystalline compounds. The Pd/C catalyst could be recovered and recycled efficiently at least ten times without significant loss of catalytic activity. A very simple, general, and highly efficient Pd/C‐catalyzed Suzuki reaction under ligand‐free and aerobic conditions was developed. This protocol could be applied to the synthesis of fluorinated liquid‐crystalline compounds. The Pd/C catalyst could be recycled at least ten times without significant loss of catalytic activity.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201300334