In Situ Generation of Ruthenium Carbonyl Phosphine Complexes as a Versatile Method for the Development of Enantioselective C−O Bond Arylation

Hikaru Kondo; Takuya Kochi; Fumitoshi Kakiuchi

doi:10.1002/chem.201905157

In Situ Generation of Ruthenium Carbonyl Phosphine Complexes as a Versatile Method for the Development of Enantioselective C−O Bond Arylation

Hikaru Kondo, Takuya Kochi, Fumitoshi Kakiuchi

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

We report here a method for in situ generation of various ruthenium carbonyl phosphine catalysts for arylation via cleavage of inert aromatic carbon–oxygen bonds. The use of catalyst systems consisting of [RuCl₂(CO)(p-cymene)], CsF, styrene, and phosphines enabled facile screening of phosphine ligands. Asymmetric C–O arylation was also achieved for atropo-enantioselective biaryl synthesis using a chiral monodentate phosphine ligand.

Original language	English
Pages (from-to)	1737-1741
Number of pages	5
Journal	Chemistry - A European Journal
Volume	26
Issue number	8
DOIs	https://doi.org/10.1002/chem.201905157
Publication status	Published - 2020 Feb 6

Keywords

asymmetric synthesis
cleavage reactions
homogeneous catalysis
ruthenium
synthetic methods

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/chem.201905157

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abstract = "We report here a method for in situ generation of various ruthenium carbonyl phosphine catalysts for arylation via cleavage of inert aromatic carbon–oxygen bonds. The use of catalyst systems consisting of [RuCl2(CO)(p-cymene)], CsF, styrene, and phosphines enabled facile screening of phosphine ligands. Asymmetric C–O arylation was also achieved for atropo-enantioselective biaryl synthesis using a chiral monodentate phosphine ligand.",

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author = "Hikaru Kondo and Takuya Kochi and Fumitoshi Kakiuchi",

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AU - Kondo, Hikaru

AU - Kochi, Takuya

AU - Kakiuchi, Fumitoshi

PY - 2020/2/6

Y1 - 2020/2/6

N2 - We report here a method for in situ generation of various ruthenium carbonyl phosphine catalysts for arylation via cleavage of inert aromatic carbon–oxygen bonds. The use of catalyst systems consisting of [RuCl2(CO)(p-cymene)], CsF, styrene, and phosphines enabled facile screening of phosphine ligands. Asymmetric C–O arylation was also achieved for atropo-enantioselective biaryl synthesis using a chiral monodentate phosphine ligand.

AB - We report here a method for in situ generation of various ruthenium carbonyl phosphine catalysts for arylation via cleavage of inert aromatic carbon–oxygen bonds. The use of catalyst systems consisting of [RuCl2(CO)(p-cymene)], CsF, styrene, and phosphines enabled facile screening of phosphine ligands. Asymmetric C–O arylation was also achieved for atropo-enantioselective biaryl synthesis using a chiral monodentate phosphine ligand.

KW - asymmetric synthesis

KW - cleavage reactions

KW - homogeneous catalysis

KW - ruthenium

KW - synthetic methods

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JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 8

ER -

In Situ Generation of Ruthenium Carbonyl Phosphine Complexes as a Versatile Method for the Development of Enantioselective C−O Bond Arylation

Abstract

Keywords

ASJC Scopus subject areas

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