Highly efficient Heck reactions of aryl bromides with n-butyl acrylate mediated by a palladium/phosphine-imidazolium salt system

C L  Yang; H M  Lee; Steven Patrick Nolan

doi:10.1021/ol015927s

Highly efficient Heck reactions of aryl bromides with n-butyl acrylate mediated by a palladium/phosphine-imidazolium salt system

C L Yang, H M Lee, Steven Patrick Nolan

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

Abstract

A new phosphine-imidazolium salt, L.HBr (1 . HBR = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared, A combination of 0.5 mol % of Pd(dba)(2) and 0.5 mol % of L . HBr in the presence of 2 equiv of Cs2CO3 as base has proven to be highly efficient in the Heck coupling reactions of aryl bromides (from electron deficient to electron-rich aryl bromides) with n-butyl acrylate.

Original language	English
Pages (from-to)	1511-1514
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	10
DOIs	https://doi.org/10.1021/ol015927s
Publication status	Published - 17 May 2001

Keywords

HETEROCYCLIC CARBENE COMPLEXES
PALLADIUM/IMIDAZOLIUM CHLORIDE SYSTEM
OLEFIN METATHESIS CATALYSTS
COUPLING REACTIONS
METAL-COMPLEXES
PALLADIUM
RUTHENIUM
HALIDES
LIGAND

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title = "Highly efficient Heck reactions of aryl bromides with n-butyl acrylate mediated by a palladium/phosphine-imidazolium salt system",

abstract = "A new phosphine-imidazolium salt, L.HBr (1 . HBR = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared, A combination of 0.5 mol % of Pd(dba)(2) and 0.5 mol % of L . HBr in the presence of 2 equiv of Cs2CO3 as base has proven to be highly efficient in the Heck coupling reactions of aryl bromides (from electron deficient to electron-rich aryl bromides) with n-butyl acrylate.",

keywords = "HETEROCYCLIC CARBENE COMPLEXES, PALLADIUM/IMIDAZOLIUM CHLORIDE SYSTEM, OLEFIN METATHESIS CATALYSTS, COUPLING REACTIONS, METAL-COMPLEXES, PALLADIUM, RUTHENIUM, HALIDES, LIGAND",

author = "Yang, {C L} and Lee, {H M} and Nolan, {Steven Patrick}",

year = "2001",

month = may,

day = "17",

doi = "10.1021/ol015927s",

language = "English",

volume = "3",

pages = "1511--1514",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society (ACS)",

number = "10",

}

TY - JOUR

T1 - Highly efficient Heck reactions of aryl bromides with n-butyl acrylate mediated by a palladium/phosphine-imidazolium salt system

AU - Yang, C L

AU - Lee, H M

AU - Nolan, Steven Patrick

PY - 2001/5/17

Y1 - 2001/5/17

N2 - A new phosphine-imidazolium salt, L.HBr (1 . HBR = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared, A combination of 0.5 mol % of Pd(dba)(2) and 0.5 mol % of L . HBr in the presence of 2 equiv of Cs2CO3 as base has proven to be highly efficient in the Heck coupling reactions of aryl bromides (from electron deficient to electron-rich aryl bromides) with n-butyl acrylate.

AB - A new phosphine-imidazolium salt, L.HBr (1 . HBR = (1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene), has been prepared, A combination of 0.5 mol % of Pd(dba)(2) and 0.5 mol % of L . HBr in the presence of 2 equiv of Cs2CO3 as base has proven to be highly efficient in the Heck coupling reactions of aryl bromides (from electron deficient to electron-rich aryl bromides) with n-butyl acrylate.

KW - HETEROCYCLIC CARBENE COMPLEXES

KW - PALLADIUM/IMIDAZOLIUM CHLORIDE SYSTEM

KW - OLEFIN METATHESIS CATALYSTS

KW - COUPLING REACTIONS

KW - METAL-COMPLEXES

KW - PALLADIUM

KW - RUTHENIUM

KW - HALIDES

KW - LIGAND

U2 - 10.1021/ol015927s

DO - 10.1021/ol015927s

M3 - Article

SN - 1523-7060

VL - 3

SP - 1511

EP - 1514

JO - Organic Letters

JF - Organic Letters

IS - 10

ER -

Highly efficient Heck reactions of aryl bromides with n-butyl acrylate mediated by a palladium/phosphine-imidazolium salt system

Abstract

Keywords

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