Di- and tri-alkylphosphine adducts of S-donor palladacycles as catalysts in the Suzuki coupling of aryl chlorides

R B  Bedford; C S J  Cazin; M B  Hursthouse; M E  Light; E J M  Scordia

doi:10.1039/b407922c

Di- and tri-alkylphosphine adducts of S-donor palladacycles as catalysts in the Suzuki coupling of aryl chlorides

R B Bedford, C S J Cazin, M B Hursthouse, M E Light, E J M Scordia

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

Abstract

The reaction of tricyclohexylphosphine with the S-based palladacycle [{Pd(mu-OAc)(kappa(2)-S, C-C6H4CH2SMe)}(2)] gives several products, regardless of stoichiometry, one of which, [Pd(kappa(1)-OAc)(eta(1)-C6H4CH2SMe)(PCy3)(2)], has been characterised crystallographically. Despite this, catalysts formed in situ from di- and tri-alkylphosphines and [{Pd(mu-OAc)(kappa(2)-S, C-C6H4CH2SMe)}(2)] show excellent activity in the Suzuki coupling of a range of deactivated, non-activated and activated aryl chloride substrates.

Original language	English
Pages (from-to)	3864-3868
Number of pages	5
Journal	Dalton Transactions
Issue number	22
DOIs	https://doi.org/10.1039/b407922c
Publication status	Published - 2004

Keywords

HIGHLY EFFICIENT CATALYSTS
TRIARYLPHOSPHITE COMPLEXES
PHOSPHINITE COMPLEXES
ACTIVE CATALYSTS
HECK REACTIONS
C-C
PALLADIUM
LIGAND
WATER
COORDINATION

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title = "Di- and tri-alkylphosphine adducts of S-donor palladacycles as catalysts in the Suzuki coupling of aryl chlorides",

abstract = "The reaction of tricyclohexylphosphine with the S-based palladacycle [{Pd(mu-OAc)(kappa(2)-S, C-C6H4CH2SMe)}(2)] gives several products, regardless of stoichiometry, one of which, [Pd(kappa(1)-OAc)(eta(1)-C6H4CH2SMe)(PCy3)(2)], has been characterised crystallographically. Despite this, catalysts formed in situ from di- and tri-alkylphosphines and [{Pd(mu-OAc)(kappa(2)-S, C-C6H4CH2SMe)}(2)] show excellent activity in the Suzuki coupling of a range of deactivated, non-activated and activated aryl chloride substrates.",

keywords = "HIGHLY EFFICIENT CATALYSTS, TRIARYLPHOSPHITE COMPLEXES, PHOSPHINITE COMPLEXES, ACTIVE CATALYSTS, HECK REACTIONS, C-C, PALLADIUM, LIGAND, WATER, COORDINATION",

author = "Bedford, {R B} and Cazin, {C S J} and Hursthouse, {M B} and Light, {M E} and Scordia, {E J M}",

year = "2004",

doi = "10.1039/b407922c",

language = "English",

pages = "3864--3868",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "ROYAL SOC CHEMISTRY",

number = "22",

}

TY - JOUR

T1 - Di- and tri-alkylphosphine adducts of S-donor palladacycles as catalysts in the Suzuki coupling of aryl chlorides

AU - Bedford, R B

AU - Cazin, C S J

AU - Hursthouse, M B

AU - Light, M E

AU - Scordia, E J M

PY - 2004

Y1 - 2004

N2 - The reaction of tricyclohexylphosphine with the S-based palladacycle [{Pd(mu-OAc)(kappa(2)-S, C-C6H4CH2SMe)}(2)] gives several products, regardless of stoichiometry, one of which, [Pd(kappa(1)-OAc)(eta(1)-C6H4CH2SMe)(PCy3)(2)], has been characterised crystallographically. Despite this, catalysts formed in situ from di- and tri-alkylphosphines and [{Pd(mu-OAc)(kappa(2)-S, C-C6H4CH2SMe)}(2)] show excellent activity in the Suzuki coupling of a range of deactivated, non-activated and activated aryl chloride substrates.

AB - The reaction of tricyclohexylphosphine with the S-based palladacycle [{Pd(mu-OAc)(kappa(2)-S, C-C6H4CH2SMe)}(2)] gives several products, regardless of stoichiometry, one of which, [Pd(kappa(1)-OAc)(eta(1)-C6H4CH2SMe)(PCy3)(2)], has been characterised crystallographically. Despite this, catalysts formed in situ from di- and tri-alkylphosphines and [{Pd(mu-OAc)(kappa(2)-S, C-C6H4CH2SMe)}(2)] show excellent activity in the Suzuki coupling of a range of deactivated, non-activated and activated aryl chloride substrates.

KW - HIGHLY EFFICIENT CATALYSTS

KW - TRIARYLPHOSPHITE COMPLEXES

KW - PHOSPHINITE COMPLEXES

KW - ACTIVE CATALYSTS

KW - HECK REACTIONS

KW - C-C

KW - PALLADIUM

KW - LIGAND

KW - WATER

KW - COORDINATION

U2 - 10.1039/b407922c

DO - 10.1039/b407922c

M3 - Article

SN - 1477-9226

SP - 3864

EP - 3868

JO - Dalton Transactions

JF - Dalton Transactions

IS - 22

ER -

Di- and tri-alkylphosphine adducts of S-donor palladacycles as catalysts in the Suzuki coupling of aryl chlorides

Abstract

Keywords

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