Bis(triphenylphosphine)palladium(II)succinimide as a precatalyst for Suzuki cross-coupling-subtle effects exerted by the succinimide ligand

I J S  Fairlamb; A R  Kapdi; J M  Lynam; R J K  Taylor; A C  Whitwood

doi:10.1016/j.tet.2004.05.018

Bis(triphenylphosphine)palladium(II)succinimide as a precatalyst for Suzuki cross-coupling-subtle effects exerted by the succinimide ligand

I J S Fairlamb, A R Kapdi, J M Lynam, R J K Taylor, A C Whitwood

Chemistry

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

Abstract

A new palladium(II) precatalyst for Suzuki cross-coupling of aryl halides and organoboronic acids has been identified, namely bis(triphenylphosphine)palladium(II)succinimide [(Ph3P)(2)Pd(N-Succ)(2)] 2. The precatalyst is easily prepared from palladium(O) precursors, such as (Ph3P)(4)Pd or Pd(2)dba(3). CHCl3/Ph3P and succinimide, is air, light and moisture stable, and may be employed with a variety of substrates to give the cross-coupled products, in good yields and in reasonable time, at relatively low catalyst loadings. (C) 2004 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	5711-5718
Number of pages	8
Journal	Tetrahedron
Volume	60
Issue number	27
DOIs	https://doi.org/10.1016/j.tet.2004.05.018
Publication status	Published - 28 Jun 2004

Keywords

Suzuki cross-coupling
biaryls
palladium
succinimide
ARYL CHLORIDES
ORGANIC ELECTROPHILES
PALLADIUM CATALYSIS
ZEROVALENT PLATINUM
PHENYLBORONIC ACID
CRYSTAL-STRUCTURES
PHASE SYNTHESIS
C-C
COMPLEXES
BOND

Access to Document

10.1016/j.tet.2004.05.018

Cite this

@article{76833f5868fc47e6a32a3be4fbcb0a1e,

title = "Bis(triphenylphosphine)palladium(II)succinimide as a precatalyst for Suzuki cross-coupling-subtle effects exerted by the succinimide ligand",

abstract = "A new palladium(II) precatalyst for Suzuki cross-coupling of aryl halides and organoboronic acids has been identified, namely bis(triphenylphosphine)palladium(II)succinimide [(Ph3P)(2)Pd(N-Succ)(2)] 2. The precatalyst is easily prepared from palladium(O) precursors, such as (Ph3P)(4)Pd or Pd(2)dba(3). CHCl3/Ph3P and succinimide, is air, light and moisture stable, and may be employed with a variety of substrates to give the cross-coupled products, in good yields and in reasonable time, at relatively low catalyst loadings. (C) 2004 Elsevier Ltd. All rights reserved.",

keywords = "Suzuki cross-coupling, biaryls, palladium, succinimide, ARYL CHLORIDES, ORGANIC ELECTROPHILES, PALLADIUM CATALYSIS, ZEROVALENT PLATINUM, PHENYLBORONIC ACID, CRYSTAL-STRUCTURES, PHASE SYNTHESIS, C-C, COMPLEXES, BOND",

author = "Fairlamb, {I J S} and Kapdi, {A R} and Lynam, {J M} and Taylor, {R J K} and Whitwood, {A C}",

year = "2004",

month = jun,

day = "28",

doi = "10.1016/j.tet.2004.05.018",

language = "English",

volume = "60",

pages = "5711--5718",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier",

number = "27",

}

TY - JOUR

T1 - Bis(triphenylphosphine)palladium(II)succinimide as a precatalyst for Suzuki cross-coupling-subtle effects exerted by the succinimide ligand

AU - Fairlamb, I J S

AU - Kapdi, A R

AU - Lynam, J M

AU - Taylor, R J K

AU - Whitwood, A C

PY - 2004/6/28

Y1 - 2004/6/28

N2 - A new palladium(II) precatalyst for Suzuki cross-coupling of aryl halides and organoboronic acids has been identified, namely bis(triphenylphosphine)palladium(II)succinimide [(Ph3P)(2)Pd(N-Succ)(2)] 2. The precatalyst is easily prepared from palladium(O) precursors, such as (Ph3P)(4)Pd or Pd(2)dba(3). CHCl3/Ph3P and succinimide, is air, light and moisture stable, and may be employed with a variety of substrates to give the cross-coupled products, in good yields and in reasonable time, at relatively low catalyst loadings. (C) 2004 Elsevier Ltd. All rights reserved.

AB - A new palladium(II) precatalyst for Suzuki cross-coupling of aryl halides and organoboronic acids has been identified, namely bis(triphenylphosphine)palladium(II)succinimide [(Ph3P)(2)Pd(N-Succ)(2)] 2. The precatalyst is easily prepared from palladium(O) precursors, such as (Ph3P)(4)Pd or Pd(2)dba(3). CHCl3/Ph3P and succinimide, is air, light and moisture stable, and may be employed with a variety of substrates to give the cross-coupled products, in good yields and in reasonable time, at relatively low catalyst loadings. (C) 2004 Elsevier Ltd. All rights reserved.

KW - Suzuki cross-coupling

KW - biaryls

KW - palladium

KW - succinimide

KW - ARYL CHLORIDES

KW - ORGANIC ELECTROPHILES

KW - PALLADIUM CATALYSIS

KW - ZEROVALENT PLATINUM

KW - PHENYLBORONIC ACID

KW - CRYSTAL-STRUCTURES

KW - PHASE SYNTHESIS

KW - C-C

KW - COMPLEXES

KW - BOND

U2 - 10.1016/j.tet.2004.05.018

DO - 10.1016/j.tet.2004.05.018

M3 - Article

SN - 0040-4020

VL - 60

SP - 5711

EP - 5718

JO - Tetrahedron

JF - Tetrahedron

IS - 27

ER -