Palladium/imidazolium salt catalyzed coupling of aryl halides with hypervalent organostannates

G A  Grasa; Steven Patrick Nolan

doi:10.1021/ol006827f

Palladium/imidazolium salt catalyzed coupling of aryl halides with hypervalent organostannates

G A Grasa, Steven Patrick Nolan

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

164 Citations (Scopus)

Abstract

[GRAPHICS]

A Pd(OAc)(2)/imidazolium chloride system has been used to mediate the catalytic cross coupling of aryl halides with organostannanes. The imidazolium salt IPr . HCl (IPr = 1,3-bis(2,6-diisopropylphenyl) imidazol-2-ylidene) in combination with TRAP ((BU4NF)-B-n) was found to be most effective for the cross-coupling of aryl bromides and electron-deficient aryl chlorides with aryl and vinyl stannanes.

Original language	English
Pages (from-to)	119-122
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	1
DOIs	https://doi.org/10.1021/ol006827f
Publication status	Published - 11 Jan 2001

Keywords

GRIGNARD-REAGENTS
ORGANIC HALIDES
STILLE REACTION
FLUORIDE-ION
PALLADIUM
CARBENES
DERIVATIVES
CHLORIDES
COMPLEXES
LIGANDS

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10.1021/ol006827f

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title = "Palladium/imidazolium salt catalyzed coupling of aryl halides with hypervalent organostannates",

abstract = "[GRAPHICS]A Pd(OAc)(2)/imidazolium chloride system has been used to mediate the catalytic cross coupling of aryl halides with organostannanes. The imidazolium salt IPr . HCl (IPr = 1,3-bis(2,6-diisopropylphenyl) imidazol-2-ylidene) in combination with TRAP ((BU4NF)-B-n) was found to be most effective for the cross-coupling of aryl bromides and electron-deficient aryl chlorides with aryl and vinyl stannanes.",

keywords = "GRIGNARD-REAGENTS, ORGANIC HALIDES, STILLE REACTION, FLUORIDE-ION, PALLADIUM, CARBENES, DERIVATIVES, CHLORIDES, COMPLEXES, LIGANDS",

author = "Grasa, {G A} and Nolan, {Steven Patrick}",

year = "2001",

month = jan,

day = "11",

doi = "10.1021/ol006827f",

language = "English",

volume = "3",

pages = "119--122",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society (ACS)",

number = "1",

}

TY - JOUR

T1 - Palladium/imidazolium salt catalyzed coupling of aryl halides with hypervalent organostannates

AU - Grasa, G A

AU - Nolan, Steven Patrick

PY - 2001/1/11

Y1 - 2001/1/11

N2 - [GRAPHICS]A Pd(OAc)(2)/imidazolium chloride system has been used to mediate the catalytic cross coupling of aryl halides with organostannanes. The imidazolium salt IPr . HCl (IPr = 1,3-bis(2,6-diisopropylphenyl) imidazol-2-ylidene) in combination with TRAP ((BU4NF)-B-n) was found to be most effective for the cross-coupling of aryl bromides and electron-deficient aryl chlorides with aryl and vinyl stannanes.

AB - [GRAPHICS]A Pd(OAc)(2)/imidazolium chloride system has been used to mediate the catalytic cross coupling of aryl halides with organostannanes. The imidazolium salt IPr . HCl (IPr = 1,3-bis(2,6-diisopropylphenyl) imidazol-2-ylidene) in combination with TRAP ((BU4NF)-B-n) was found to be most effective for the cross-coupling of aryl bromides and electron-deficient aryl chlorides with aryl and vinyl stannanes.

KW - GRIGNARD-REAGENTS

KW - ORGANIC HALIDES

KW - STILLE REACTION

KW - FLUORIDE-ION

KW - PALLADIUM

KW - CARBENES

KW - DERIVATIVES

KW - CHLORIDES

KW - COMPLEXES

KW - LIGANDS

U2 - 10.1021/ol006827f

DO - 10.1021/ol006827f

M3 - Article

SN - 1523-7060

VL - 3

SP - 119

EP - 122

JO - Organic Letters

JF - Organic Letters

IS - 1

ER -

Palladium/imidazolium salt catalyzed coupling of aryl halides with hypervalent organostannates

Abstract

Keywords

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