Bulky Phosphane Ligand for Monoselective Ruthenium-Catalyzed, Directed o -C-H Arylation with Challenging Aryl Chlorides

You Gui Li; Zhen Yu Wang; Ya Ling Zou; Chau Ming So; Fuk Yee Kwong; Hua Li Qin; Eric Assen B. Kantchev

doi:10.1055/s-0036-1588635

Bulky Phosphane Ligand for Monoselective Ruthenium-Catalyzed, Directed o -C-H Arylation with Challenging Aryl Chlorides

You Gui Li, Zhen Yu Wang, Ya Ling Zou, Chau Ming So, Fuk Yee Kwong, Hua Li Qin, Eric Assen B. Kantchev

Research output: Journal article publication › Journal article › Academic research › peer-review

13 Citations (Scopus)

Abstract

Functionalized aryl chlorides are more economically attractive but usually much more difficult as substrates in metal-mediated couplings than the corresponding bromides and iodides. A catalyst prepared from a bulky (biaryl)diphenyl phosphane and a common ruthenium source (1:1) mediates selective direct monoarylations of arenes bearing 2-pyridyl and related ortho-directing groups in good yields. Sequential arylations to heterodiarylated products also proceed in satisfactory yields.

Original language	English
Article number	st-2016-w0553-l
Pages (from-to)	499-503
Number of pages	5
Journal	Synlett
Volume	28
Issue number	4
DOIs	https://doi.org/10.1055/s-0036-1588635
Publication status	Published - 1 Mar 2017

Keywords

aryl chlorides
arylations
C-H activation
heterocycles
phosphanes
ruthenium

ASJC Scopus subject areas

Organic Chemistry

More information

10.1055/s-0036-1588635

Cite this

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title = "Bulky Phosphane Ligand for Monoselective Ruthenium-Catalyzed, Directed o -C-H Arylation with Challenging Aryl Chlorides",

abstract = "Functionalized aryl chlorides are more economically attractive but usually much more difficult as substrates in metal-mediated couplings than the corresponding bromides and iodides. A catalyst prepared from a bulky (biaryl)diphenyl phosphane and a common ruthenium source (1:1) mediates selective direct monoarylations of arenes bearing 2-pyridyl and related ortho-directing groups in good yields. Sequential arylations to heterodiarylated products also proceed in satisfactory yields.",

keywords = "aryl chlorides, arylations, C-H activation, heterocycles, phosphanes, ruthenium",

author = "Li, {You Gui} and Wang, {Zhen Yu} and Zou, {Ya Ling} and So, {Chau Ming} and Kwong, {Fuk Yee} and Qin, {Hua Li} and Kantchev, {Eric Assen B.}",

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T1 - Bulky Phosphane Ligand for Monoselective Ruthenium-Catalyzed, Directed o -C-H Arylation with Challenging Aryl Chlorides

AU - Li, You Gui

AU - Wang, Zhen Yu

AU - Zou, Ya Ling

AU - So, Chau Ming

AU - Kwong, Fuk Yee

AU - Qin, Hua Li

AU - Kantchev, Eric Assen B.

PY - 2017/3/1

Y1 - 2017/3/1

N2 - Functionalized aryl chlorides are more economically attractive but usually much more difficult as substrates in metal-mediated couplings than the corresponding bromides and iodides. A catalyst prepared from a bulky (biaryl)diphenyl phosphane and a common ruthenium source (1:1) mediates selective direct monoarylations of arenes bearing 2-pyridyl and related ortho-directing groups in good yields. Sequential arylations to heterodiarylated products also proceed in satisfactory yields.

AB - Functionalized aryl chlorides are more economically attractive but usually much more difficult as substrates in metal-mediated couplings than the corresponding bromides and iodides. A catalyst prepared from a bulky (biaryl)diphenyl phosphane and a common ruthenium source (1:1) mediates selective direct monoarylations of arenes bearing 2-pyridyl and related ortho-directing groups in good yields. Sequential arylations to heterodiarylated products also proceed in satisfactory yields.

KW - aryl chlorides

KW - arylations

KW - C-H activation

KW - heterocycles

KW - phosphanes

KW - ruthenium

UR - http://www.scopus.com/inward/record.url?scp=85013074696&partnerID=8YFLogxK

U2 - 10.1055/s-0036-1588635

DO - 10.1055/s-0036-1588635

M3 - Journal article

SN - 0936-5214

VL - 28

SP - 499

EP - 503

JO - Synlett

JF - Synlett

IS - 4

M1 - st-2016-w0553-l

ER -

Bulky Phosphane Ligand for Monoselective Ruthenium-Catalyzed, Directed o -C-H Arylation with Challenging Aryl Chlorides

Abstract

Keywords

ASJC Scopus subject areas

More information

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