N-Heterocyclic carbene ligands bearing poly(ethylene glycol) chains: effect of the chain length on palladium-catalyzed coupling reactions employing aryl chlorides

Tetsuaki Fujihara; Takahiro Yoshikawa; Motoi Satou; Hidetoshi Ohta; Jun Terao; Yasushi Tsuji

doi:10.1039/c5cc07588b

N-Heterocyclic carbene ligands bearing poly(ethylene glycol) chains: effect of the chain length on palladium-catalyzed coupling reactions employing aryl chlorides

Chem Commun (Camb). 2015 Dec 21;51(98):17382-5. doi: 10.1039/c5cc07588b. Epub 2015 Oct 14.

Authors

Tetsuaki Fujihara¹, Takahiro Yoshikawa, Motoi Satou, Hidetoshi Ohta, Jun Terao, Yasushi Tsuji

Affiliation

¹ Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan. ytsuji@scl.kyoto-u.ac.jp tfuji@scl.kyoto-u.ac.jp.

PMID: 26465096
DOI: 10.1039/c5cc07588b

Abstract

N-Heterocyclic carbenes bearing poly(ethylene glycol) chains of different lengths have been designed and employed as ligands in palladium-catalyzed coupling reactions. The catalyst system having longer chains was found to be highly efficient for Suzuki-Miyaura coupling and borylation reactions employing aryl chlorides under mild reaction conditions.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Benzyl Compounds / chemical synthesis
Biphenyl Compounds / chemical synthesis*
Boron Compounds / chemical synthesis*
Catalysis
Imidazoles / chemical synthesis
Ligands
Molecular Structure
Palladium / chemistry*
Polyethylene Glycols / chemical synthesis
Polyethylene Glycols / chemistry*

Substances

Benzyl Compounds
Biphenyl Compounds
Boron Compounds
Imidazoles
Ligands
Polyethylene Glycols
Palladium