Suzuki-Miyaura cross-coupling reaction of aryl chlorides with aryl boronic acids catalyzed by a palladium dichloride adduct of N-diphenylphosphanyl-2-aminopyridine

Lin Yan Xu; Chun Yu Liu; Shi Yuan Liu; Zhi Gang Ren; David James Young; Jian Ping Lang

doi:10.1016/j.tet.2017.04.034

Suzuki-Miyaura cross-coupling reaction of aryl chlorides with aryl boronic acids catalyzed by a palladium dichloride adduct of N-diphenylphosphanyl-2-aminopyridine

Lin Yan Xu, Chun Yu Liu, Shi Yuan Liu, Zhi Gang Ren, David James Young, Jian Ping Lang

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

Abstract

One palladium dichloride adduct of a phosphine-pyridine ligand N-diphenylphosphanyl-2-aminopyridine (L₁) [(L₁)PdCl₂] (1) has been prepared and structurally characterized. Compound 1 can be used as an effective catalyst for the Suzuki-Miyaura cross-coupling reactions of unreactive aryl chlorides with aryl boronic acids, and worked much better than its mono- or bidentate phosphine ligands. The reactions with a wide scope of substrates proceeded to give desired products in good to excellent yields.

Original language	English
Pages (from-to)	3125-3132
Number of pages	8
Journal	Tetrahedron
Volume	73
Issue number	22
DOIs	https://doi.org/10.1016/j.tet.2017.04.034
Publication status	Published - 1 Jun 2017
Externally published	Yes

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@article{639192fd9a5b43d592f90d7734272ab7,

title = "Suzuki-Miyaura cross-coupling reaction of aryl chlorides with aryl boronic acids catalyzed by a palladium dichloride adduct of N-diphenylphosphanyl-2-aminopyridine",

abstract = "One palladium dichloride adduct of a phosphine-pyridine ligand N-diphenylphosphanyl-2-aminopyridine (L1) [(L1)PdCl2] (1) has been prepared and structurally characterized. Compound 1 can be used as an effective catalyst for the Suzuki-Miyaura cross-coupling reactions of unreactive aryl chlorides with aryl boronic acids, and worked much better than its mono- or bidentate phosphine ligands. The reactions with a wide scope of substrates proceeded to give desired products in good to excellent yields.",

keywords = "Aryl boronic acid, Aryl chloride, P-N donor ligand, Palladium(II), Suzuki-Miyaura coupling",

author = "Xu, {Lin Yan} and Liu, {Chun Yu} and Liu, {Shi Yuan} and Ren, {Zhi Gang} and Young, {David James} and Lang, {Jian Ping}",

year = "2017",

month = jun,

day = "1",

doi = "10.1016/j.tet.2017.04.034",

language = "English",

volume = "73",

pages = "3125--3132",

journal = "Tetrahedron: the international journal for the rapid publication of full original research papers and critical reviews in organic chemistr",

issn = "0040-4020",

publisher = "Elsevier",

number = "22",

}

Suzuki-Miyaura cross-coupling reaction of aryl chlorides with aryl boronic acids catalyzed by a palladium dichloride adduct of N-diphenylphosphanyl-2-aminopyridine. / Xu, Lin Yan; Liu, Chun Yu; Liu, Shi Yuan; Ren, Zhi Gang; Young, David James; Lang, Jian Ping.

In: Tetrahedron, Vol. 73, No. 22, 01.06.2017, p. 3125-3132.

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

TY - JOUR

T1 - Suzuki-Miyaura cross-coupling reaction of aryl chlorides with aryl boronic acids catalyzed by a palladium dichloride adduct of N-diphenylphosphanyl-2-aminopyridine

AU - Xu, Lin Yan

AU - Liu, Chun Yu

AU - Liu, Shi Yuan

AU - Ren, Zhi Gang

AU - Young, David James

AU - Lang, Jian Ping

PY - 2017/6/1

Y1 - 2017/6/1

N2 - One palladium dichloride adduct of a phosphine-pyridine ligand N-diphenylphosphanyl-2-aminopyridine (L1) [(L1)PdCl2] (1) has been prepared and structurally characterized. Compound 1 can be used as an effective catalyst for the Suzuki-Miyaura cross-coupling reactions of unreactive aryl chlorides with aryl boronic acids, and worked much better than its mono- or bidentate phosphine ligands. The reactions with a wide scope of substrates proceeded to give desired products in good to excellent yields.

AB - One palladium dichloride adduct of a phosphine-pyridine ligand N-diphenylphosphanyl-2-aminopyridine (L1) [(L1)PdCl2] (1) has been prepared and structurally characterized. Compound 1 can be used as an effective catalyst for the Suzuki-Miyaura cross-coupling reactions of unreactive aryl chlorides with aryl boronic acids, and worked much better than its mono- or bidentate phosphine ligands. The reactions with a wide scope of substrates proceeded to give desired products in good to excellent yields.

KW - Aryl boronic acid

KW - Aryl chloride

KW - P-N donor ligand

KW - Palladium(II)

KW - Suzuki-Miyaura coupling

UR - http://www.scopus.com/inward/record.url?scp=85018756123&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2017.04.034

DO - 10.1016/j.tet.2017.04.034

M3 - Article

AN - SCOPUS:85018756123

VL - 73

SP - 3125

EP - 3132

JO - Tetrahedron: the international journal for the rapid publication of full original research papers and critical reviews in organic chemistr

JF - Tetrahedron: the international journal for the rapid publication of full original research papers and critical reviews in organic chemistr

SN - 0040-4020

IS - 22

ER -

Suzuki-Miyaura cross-coupling reaction of aryl chlorides with aryl boronic acids catalyzed by a palladium dichloride adduct of N-diphenylphosphanyl-2-aminopyridine

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