Decarboxylative trifluoromethylation of aryl halides using well-defined copper-trifluoroacetate and -chlorodifluoroacetate precursors

Kristen A. McReynolds; Robert S. Lewis; Laura K.G. Ackerman; Galyna G. Dubinina; William W. Brennessel; David A. Vicic

doi:10.1016/j.jfluchem.2010.04.005

Decarboxylative trifluoromethylation of aryl halides using well-defined copper-trifluoroacetate and -chlorodifluoroacetate precursors

Kristen A. McReynolds, Robert S. Lewis, Laura K.G. Ackerman, Galyna G. Dubinina, William W. Brennessel, David A. Vicic

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

83 Scopus citations

Abstract

New synthetic routes to (NHC)copper-trifluoroacetate and -chlorodifluoroacetate complexes were developed (NHC = N-heterocyclic carbenes) so baseline reactivity patterns could be established for the decarboxylative trifluoromethylation of organic halides. In the presence of aryl halides, loss of CO₂ from these new precursors occurred at 160 °C concurrent with the formation of aryl-CF₃.

Original language	English (US)
Pages (from-to)	1108-1112
Number of pages	5
Journal	Journal of Fluorine Chemistry
Volume	131
Issue number	11
DOIs	https://doi.org/10.1016/j.jfluchem.2010.04.005
State	Published - Nov 2010
Externally published	Yes

Keywords

Copper
Organometallic
Trifluoromethylation

ASJC Scopus subject areas

Biochemistry
Environmental Chemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/j.jfluchem.2010.04.005

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title = "Decarboxylative trifluoromethylation of aryl halides using well-defined copper-trifluoroacetate and -chlorodifluoroacetate precursors",

abstract = "New synthetic routes to (NHC)copper-trifluoroacetate and -chlorodifluoroacetate complexes were developed (NHC = N-heterocyclic carbenes) so baseline reactivity patterns could be established for the decarboxylative trifluoromethylation of organic halides. In the presence of aryl halides, loss of CO2 from these new precursors occurred at 160 °C concurrent with the formation of aryl-CF3.",

keywords = "Copper, Organometallic, Trifluoromethylation",

author = "McReynolds, {Kristen A.} and Lewis, {Robert S.} and Ackerman, {Laura K.G.} and Dubinina, {Galyna G.} and Brennessel, {William W.} and Vicic, {David A.}",

year = "2010",

month = nov,

doi = "10.1016/j.jfluchem.2010.04.005",

language = "English (US)",

volume = "131",

pages = "1108--1112",

journal = "Journal of Fluorine Chemistry",

issn = "0022-1139",

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TY - JOUR

T1 - Decarboxylative trifluoromethylation of aryl halides using well-defined copper-trifluoroacetate and -chlorodifluoroacetate precursors

AU - McReynolds, Kristen A.

AU - Lewis, Robert S.

AU - Ackerman, Laura K.G.

AU - Dubinina, Galyna G.

AU - Brennessel, William W.

AU - Vicic, David A.

PY - 2010/11

Y1 - 2010/11

N2 - New synthetic routes to (NHC)copper-trifluoroacetate and -chlorodifluoroacetate complexes were developed (NHC = N-heterocyclic carbenes) so baseline reactivity patterns could be established for the decarboxylative trifluoromethylation of organic halides. In the presence of aryl halides, loss of CO2 from these new precursors occurred at 160 °C concurrent with the formation of aryl-CF3.

AB - New synthetic routes to (NHC)copper-trifluoroacetate and -chlorodifluoroacetate complexes were developed (NHC = N-heterocyclic carbenes) so baseline reactivity patterns could be established for the decarboxylative trifluoromethylation of organic halides. In the presence of aryl halides, loss of CO2 from these new precursors occurred at 160 °C concurrent with the formation of aryl-CF3.

KW - Copper

KW - Organometallic

KW - Trifluoromethylation

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DO - 10.1016/j.jfluchem.2010.04.005

M3 - Article

AN - SCOPUS:78049476936

SN - 0022-1139

VL - 131

SP - 1108

EP - 1112

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

IS - 11

ER -

Decarboxylative trifluoromethylation of aryl halides using well-defined copper-trifluoroacetate and -chlorodifluoroacetate precursors

Abstract

Keywords

ASJC Scopus subject areas

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