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Mechanism of aryl chloride amination: Base-induced oxidative addition
被引:119
作者
:
Alcazar-Roman, LM
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Alcazar-Roman, LM
[
1
]
Hartwig, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hartwig, JF
[
1
]
机构
:
[1]
Yale Univ, Dept Chem, New Haven, CT 06520 USA
来源
:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
|
2001年
/ 123卷
/ 51期
关键词
:
D O I
:
10.1021/ja016491k
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
引用
收藏
页码:12905 / 12906
页数:2
相关论文
共 31 条
[1]
Mechanistic studies of the palladium-catalyzed amination of aryl halides and the oxidative addition of aryl bromides to Pd(BINAP)2 and Pd(DPPF)2:: An unusual case of zero-order kinetic behavior and product inhibition
Alcazar-Roman, LM
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Alcazar-Roman, LM
Hartwig, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hartwig, JF
Rheingold, AL
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Rheingold, AL
Liable-Sands, LM
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Liable-Sands, LM
Guzei, IA
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Guzei, IA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(19)
: 4618
-
4630
[2]
AMATONE C, 1993, J AM CHEM SOC, V115, P9351
[3]
Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions
Amatore, C
论文数:
0
引用数:
0
h-index:
0
机构:
Ecole Normale Super, CNRS, UMR 8640, Dept Chim, F-75231 Paris 5, France
Ecole Normale Super, CNRS, UMR 8640, Dept Chim, F-75231 Paris 5, France
Amatore, C
Jutand, A
论文数:
0
引用数:
0
h-index:
0
机构:
Ecole Normale Super, CNRS, UMR 8640, Dept Chim, F-75231 Paris 5, France
Ecole Normale Super, CNRS, UMR 8640, Dept Chim, F-75231 Paris 5, France
Jutand, A
[J].
ACCOUNTS OF CHEMICAL RESEARCH,
2000,
33
(05)
: 314
-
321
[4]
Mechanistic and kinetic studies of palladium catalytic systems
Amatore, C
论文数:
0
引用数:
0
h-index:
0
机构:
Ecole Normale Super, Dept Chim, CNRS URA 1679, F-75231 Paris 5, France
Ecole Normale Super, Dept Chim, CNRS URA 1679, F-75231 Paris 5, France
Amatore, C
Jutand, A
论文数:
0
引用数:
0
h-index:
0
机构:
Ecole Normale Super, Dept Chim, CNRS URA 1679, F-75231 Paris 5, France
Ecole Normale Super, Dept Chim, CNRS URA 1679, F-75231 Paris 5, France
Jutand, A
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1999,
576
(1-2)
: 254
-
278
[5]
PALLADIUM-CATALYZED COUPLING OF ARYLSTANNANES WITH ORGANIC SULFONATES - A COMPREHENSIVE STUDY
FARINA, V
论文数:
0
引用数:
0
h-index:
0
机构:
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
FARINA, V
KRISHNAN, B
论文数:
0
引用数:
0
h-index:
0
机构:
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
KRISHNAN, B
MARSHALL, DR
论文数:
0
引用数:
0
h-index:
0
机构:
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
MARSHALL, DR
ROTH, GP
论文数:
0
引用数:
0
h-index:
0
机构:
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
ROTH, GP
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1993,
58
(20)
: 5434
-
5444
[6]
Sterically hindered chelating alkyl phosphines provide large rate accelerations in palladium-catalyzed amination of aryl iodides, bromides, and chlorides, and the first amination of aryl tosylates
Hamann, BC
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hamann, BC
Hartwig, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hartwig, JF
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1998,
120
(29)
: 7369
-
7370
[7]
Room-temperature palladium-catalyzed amination of aryl bromides and chlorides and extended scope of aromatic C-N bond formation with a commercial ligand
Hartwig, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hartwig, JF
Kawatsura, M
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Kawatsura, M
Hauck, SI
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hauck, SI
Shaughnessy, KH
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Shaughnessy, KH
Alcazar-Roman, LM
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Alcazar-Roman, LM
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1999,
64
(15)
: 5575
-
5580
[8]
General and efficient catalytic amination of aryl chlorides using a palladium/bulky nucleophilic carbene system
Huang, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Huang, J
Grasa, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Grasa, G
Nolan, SP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Nolan, SP
[J].
ORGANIC LETTERS,
1999,
1
(08)
: 1307
-
1309
[9]
Efficient cross-coupling of aryl chlorides with aryl grignard reagents (Kumada reaction) mediated by a palladium/imidazolium chloride system
Huang, JK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Huang, JK
Nolan, SP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Nolan, SP
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999,
121
(42)
: 9889
-
9890
[10]
PALLADIUM-CATALYZED VINYLATION OF ORGANIC HALIDES UNDER SOLID LIQUID-PHASE TRANSFER CONDITIONS
JEFFERY, T
论文数:
0
引用数:
0
h-index:
0
JEFFERY, T
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1984,
(19)
: 1287
-
1289
←
1
2
3
4
→
共 31 条
[1]
Mechanistic studies of the palladium-catalyzed amination of aryl halides and the oxidative addition of aryl bromides to Pd(BINAP)2 and Pd(DPPF)2:: An unusual case of zero-order kinetic behavior and product inhibition
Alcazar-Roman, LM
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Alcazar-Roman, LM
Hartwig, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hartwig, JF
Rheingold, AL
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Rheingold, AL
Liable-Sands, LM
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Liable-Sands, LM
Guzei, IA
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Guzei, IA
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2000,
122
(19)
: 4618
-
4630
[2]
AMATONE C, 1993, J AM CHEM SOC, V115, P9351
[3]
Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions
Amatore, C
论文数:
0
引用数:
0
h-index:
0
机构:
Ecole Normale Super, CNRS, UMR 8640, Dept Chim, F-75231 Paris 5, France
Ecole Normale Super, CNRS, UMR 8640, Dept Chim, F-75231 Paris 5, France
Amatore, C
Jutand, A
论文数:
0
引用数:
0
h-index:
0
机构:
Ecole Normale Super, CNRS, UMR 8640, Dept Chim, F-75231 Paris 5, France
Ecole Normale Super, CNRS, UMR 8640, Dept Chim, F-75231 Paris 5, France
Jutand, A
[J].
ACCOUNTS OF CHEMICAL RESEARCH,
2000,
33
(05)
: 314
-
321
[4]
Mechanistic and kinetic studies of palladium catalytic systems
Amatore, C
论文数:
0
引用数:
0
h-index:
0
机构:
Ecole Normale Super, Dept Chim, CNRS URA 1679, F-75231 Paris 5, France
Ecole Normale Super, Dept Chim, CNRS URA 1679, F-75231 Paris 5, France
Amatore, C
Jutand, A
论文数:
0
引用数:
0
h-index:
0
机构:
Ecole Normale Super, Dept Chim, CNRS URA 1679, F-75231 Paris 5, France
Ecole Normale Super, Dept Chim, CNRS URA 1679, F-75231 Paris 5, France
Jutand, A
[J].
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
1999,
576
(1-2)
: 254
-
278
[5]
PALLADIUM-CATALYZED COUPLING OF ARYLSTANNANES WITH ORGANIC SULFONATES - A COMPREHENSIVE STUDY
FARINA, V
论文数:
0
引用数:
0
h-index:
0
机构:
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
FARINA, V
KRISHNAN, B
论文数:
0
引用数:
0
h-index:
0
机构:
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
KRISHNAN, B
MARSHALL, DR
论文数:
0
引用数:
0
h-index:
0
机构:
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
MARSHALL, DR
ROTH, GP
论文数:
0
引用数:
0
h-index:
0
机构:
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
BRISTOL MYERS SQUIBB PHARMACEUT RES INST,WALLINGFORD,CT 06492
ROTH, GP
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1993,
58
(20)
: 5434
-
5444
[6]
Sterically hindered chelating alkyl phosphines provide large rate accelerations in palladium-catalyzed amination of aryl iodides, bromides, and chlorides, and the first amination of aryl tosylates
Hamann, BC
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hamann, BC
Hartwig, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hartwig, JF
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1998,
120
(29)
: 7369
-
7370
[7]
Room-temperature palladium-catalyzed amination of aryl bromides and chlorides and extended scope of aromatic C-N bond formation with a commercial ligand
Hartwig, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hartwig, JF
Kawatsura, M
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Kawatsura, M
Hauck, SI
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Hauck, SI
Shaughnessy, KH
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Shaughnessy, KH
Alcazar-Roman, LM
论文数:
0
引用数:
0
h-index:
0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Yale Univ, Dept Chem, New Haven, CT 06520 USA
Alcazar-Roman, LM
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1999,
64
(15)
: 5575
-
5580
[8]
General and efficient catalytic amination of aryl chlorides using a palladium/bulky nucleophilic carbene system
Huang, J
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Huang, J
Grasa, G
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Grasa, G
Nolan, SP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Nolan, SP
[J].
ORGANIC LETTERS,
1999,
1
(08)
: 1307
-
1309
[9]
Efficient cross-coupling of aryl chlorides with aryl grignard reagents (Kumada reaction) mediated by a palladium/imidazolium chloride system
Huang, JK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Huang, JK
Nolan, SP
论文数:
0
引用数:
0
h-index:
0
机构:
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
Nolan, SP
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999,
121
(42)
: 9889
-
9890
[10]
PALLADIUM-CATALYZED VINYLATION OF ORGANIC HALIDES UNDER SOLID LIQUID-PHASE TRANSFER CONDITIONS
JEFFERY, T
论文数:
0
引用数:
0
h-index:
0
JEFFERY, T
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1984,
(19)
: 1287
-
1289
←
1
2
3
4
→