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Proton abstraction mechanism for the palladium-catalyzed intramolecular arylation
被引:644
作者
:
García-Cuadrado, D
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
García-Cuadrado, D
[
1
]
Braga, AAC
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Braga, AAC
[
1
]
Maseras, F
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Maseras, F
[
1
]
Echavarren, AM
论文数:
0
引用数:
0
h-index:
0
机构:
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
Echavarren, AM
[
1
]
机构
:
[1]
Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2006年
/ 128卷
/ 04期
关键词
:
D O I
:
10.1021/ja056165v
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Under the usual conditions, the Pd-catalyzed arylation does not involve an electrophilic aromatic substitution reaction. On the basis of DFT calculations, we propose a mechanism for the Pd-catalyzed arylation that involves a proton abstraction by a carbonate or related ligand and that provides a satisfactory explanation for the experimental data. Copyright © 2006 American Chemical Society.
引用
收藏
页码:1066 / 1067
页数:2
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Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 8608555, Japan
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Biswas, B
Sugimoto, M
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Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 8608555, Japan
Sakaki, S
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Computational characterization of the role of the base in the Suzuki-Miyaura cross-coupling reaction
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Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
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Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
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Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
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Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
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[J].
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CHIUSOLI, GP
[J].
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425
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: 151
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154
[9]
Computational study of the mechanism of cyclometalation by palladium acetate
Davies, DL
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引用数:
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h-index:
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Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England
Davies, DL
Donald, SMA
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引用数:
0
h-index:
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机构:
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England
Macgregor, SA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
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: 13754
-
13755
[10]
De Meijere A., 2004, Metal-Catalyzed Cross-Coupling Reactions
←
1
2
3
4
→
共 36 条
[1]
Polyene cyclization by a double intramolecular Heck reaction. A DFT study
Balcells, D
论文数:
0
引用数:
0
h-index:
0
机构:
Autonomous Univ Barcelona, Unitat Quim Fis, E-08193 Barcelona, Spain
Balcells, D
Maseras, F
论文数:
0
引用数:
0
h-index:
0
机构:
Autonomous Univ Barcelona, Unitat Quim Fis, E-08193 Barcelona, Spain
Maseras, F
Keay, BA
论文数:
0
引用数:
0
h-index:
0
机构:
Autonomous Univ Barcelona, Unitat Quim Fis, E-08193 Barcelona, Spain
Keay, BA
Ziegler, T
论文数:
0
引用数:
0
h-index:
0
机构:
Autonomous Univ Barcelona, Unitat Quim Fis, E-08193 Barcelona, Spain
Autonomous Univ Barcelona, Unitat Quim Fis, E-08193 Barcelona, Spain
Ziegler, T
[J].
ORGANOMETALLICS,
2004,
23
(11)
: 2784
-
2796
[2]
C-H bond activation of benzene and methane by M(η2-O2CH)2 (M = Pd or Pt).: A theoretical study
Biswas, B
论文数:
0
引用数:
0
h-index:
0
机构:
Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 8608555, Japan
Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 8608555, Japan
Biswas, B
Sugimoto, M
论文数:
0
引用数:
0
h-index:
0
机构:
Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 8608555, Japan
Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 8608555, Japan
Sugimoto, M
Sakaki, S
论文数:
0
引用数:
0
h-index:
0
机构:
Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 8608555, Japan
Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 8608555, Japan
Sakaki, S
[J].
ORGANOMETALLICS,
2000,
19
(19)
: 3895
-
3908
[3]
Computational characterization of the role of the base in the Suzuki-Miyaura cross-coupling reaction
Braga, AAC
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Autonoma Barcelona, Unitat Quim Fis, Bellaterra 08193, Catalonia, Spain
Braga, AAC
Morgon, NH
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Autonoma Barcelona, Unitat Quim Fis, Bellaterra 08193, Catalonia, Spain
Morgon, NH
Ujaque, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Autonoma Barcelona, Unitat Quim Fis, Bellaterra 08193, Catalonia, Spain
Ujaque, G
Maseras, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Autonoma Barcelona, Unitat Quim Fis, Bellaterra 08193, Catalonia, Spain
Maseras, F
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
(25)
: 9298
-
9307
[4]
Novel concepts in directed biaryl synthesis, part 102. The directed synthesis of axially chiral ligands, reagents, catalysts, and natural products through the 'lactone methodology'
Bringmann, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
Bringmann, G
Tasler, S
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
Tasler, S
Pfeifer, RM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
Pfeifer, RM
Breuning, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
Breuning, M
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
2002,
661
(1-2)
: 49
-
65
[5]
Biaryl synthesis via direct arylation: Establishment of an efficient catalyst for intramolecular processes
Campeau, LC
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
Campeau, LC
Parisien, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
Parisien, M
Leblanc, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
Leblanc, M
Fagnou, K
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
Fagnou, K
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2004,
126
(30)
: 9186
-
9187
[6]
Novel 1,4-palladium migration in organopalladium intermediates derived from o-iodobiaryis
Campo, MA
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
Campo, MA
Larock, RC
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
Larock, RC
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002,
124
(48)
: 14326
-
14327
[7]
New catalytic methods for the synthesis of selectively substituted aromatics through palladacycles
Catellani, M
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
Catellani, M
Motti, E
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
Motti, E
Faccini, F
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
Faccini, F
Ferraccioli, R
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
Ferraccioli, R
[J].
PURE AND APPLIED CHEMISTRY,
2005,
77
(07)
: 1243
-
1248
[8]
PALLADACYCLE FORMATION BY ELECTROPHILIC AROMATIC-SUBSTITUTION, AS MONITORED BY H-1-NMR SPECTROSCOPY
CATELLANI, M
论文数:
0
引用数:
0
h-index:
0
机构:
Istituto di Chimica Organica dell'Università, I-43100 Parma, Viale delle Scienze
CATELLANI, M
CHIUSOLI, GP
论文数:
0
引用数:
0
h-index:
0
机构:
Istituto di Chimica Organica dell'Università, I-43100 Parma, Viale delle Scienze
CHIUSOLI, GP
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1992,
425
(1-2)
: 151
-
154
[9]
Computational study of the mechanism of cyclometalation by palladium acetate
Davies, DL
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England
Davies, DL
Donald, SMA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England
Donald, SMA
Macgregor, SA
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England
Macgregor, SA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005,
127
(40)
: 13754
-
13755
[10]
De Meijere A., 2004, Metal-Catalyzed Cross-Coupling Reactions
←
1
2
3
4
→