Manganese catalysis in organic synthesis:
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| Format: | Book |
| Language: | English |
| Published: |
Weinheim
Wiley-VCH
[2022]
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| Subjects: | |
| Online Access: | Kurzbeschreibung Inhaltsverzeichnis |
| Physical Description: | xii, 356 Seiten Illustrationen, Diagramme 24.4 cm x 17 cm |
| ISBN: | 9783527347308 3527347305 |
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| 020 | |a 9783527347308 |c hbk. |9 978-3-527-34730-8 | ||
| 020 | |a 3527347305 |9 3-527-34730-5 | ||
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| 245 | 1 | 0 | |a Manganese catalysis in organic synthesis |c edited by Jean-Baptiste Sortais |
| 264 | 1 | |a Weinheim |b Wiley-VCH |c [2022] | |
| 300 | |a xii, 356 Seiten |b Illustrationen, Diagramme |c 24.4 cm x 17 cm | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 650 | 0 | 7 | |a Organische Synthese |0 (DE-588)4075695-6 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Katalysator |0 (DE-588)4029919-3 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Manganorganische Verbindungen |0 (DE-588)4168810-7 |2 gnd |9 rswk-swf |
| 653 | |a Catalysis | ||
| 653 | |a Chemie | ||
| 653 | |a Chemistry | ||
| 653 | |a Industrial Chemistry | ||
| 653 | |a Katalyse | ||
| 653 | |a Organic Chemistry | ||
| 653 | |a Organische Chemie | ||
| 653 | |a Technische u. Industrielle Chemie | ||
| 653 | |a CH30: Technische u. Industrielle Chemie | ||
| 653 | |a CH40: Katalyse | ||
| 653 | |a CH80: Organische Chemie | ||
| 655 | 7 | |0 (DE-588)4143413-4 |a Aufsatzsammlung |2 gnd-content | |
| 689 | 0 | 0 | |a Manganorganische Verbindungen |0 (DE-588)4168810-7 |D s |
| 689 | 0 | 1 | |a Katalysator |0 (DE-588)4029919-3 |D s |
| 689 | 0 | 2 | |a Organische Synthese |0 (DE-588)4075695-6 |D s |
| 689 | 0 | |5 DE-604 | |
| 700 | 1 | |a Sortais, Jean-Baptiste |0 (DE-588)1247227111 |4 edt | |
| 710 | 2 | |a Wiley-VCH |0 (DE-588)16179388-5 |4 pbl | |
| 776 | 0 | 8 | |i Erscheint auch als |n Online-Ausgabe, PDF |z 978-3-527-82612-4 |
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| adam_text | V
CONTENTS
PREFACE
XL
1
ORGANOMETALLIC
MANGANESE
COMPOUNDS
IN
ORGANIC
SYNTHESIS
1
ALINA
A.
GRINEVA,
NOEL
LUGAN,
AND
DMITRY
A.
VALYAEV
1.1
INTRODUCTION
1
1.2
BASIC
MANGANESE
PRECURSORS
RELEVANT
TO
ORGANOMETALLIC
CHEMISTRY
1
1.3
OVERVIEW
OF
THE
SYNTHETIC
CHEMISTRY
FOR
MAIN
CLASSES
OF
MN(I)
COMPLEXES
3
1.4
PLANAR
CHIRAL
LIGANDS
BASED
ON
CYMANTRENE
SCAFFOLD
7
1.5
MN(I)-MEDIATED
TRANSFORMATIONS
IN
ORGANIC
SYNTHESIS
11
1.5.1
RING-CENTERED
REACTIVITY
IN
HALF-SANDWICH MN(I)
JT-COMPLEXES
11
1.5.2
PREPARATION
OF
ALLENES
USING
[CP (CO)
2
MN]
AUXILIARY
16
1.5.3
SYNTHETIC
APPLICATIONS
OF
MN(I)
FISCHER
CARBENES
18
1.5.4
CARBONYL-CONTAINING
MANGANESE
C-COMPLEXES
IN
ORGANIC
SYNTHESIS
23
1.5.5
MN-MEDIATED SYNTHESIS
OF
ORGANOPHOSPHOROUS
COMPOUNDS
25
1.5.6
BACKBONE
MODIFICATION
OF
N-HETEROCYCLIC
CARBENES
IN
MN(I)
COORDINATION
SPHERE
30
1.6
SUMMARY
AND
CONCLUSIONS
30
REFERENCES
32
2
MANGANESE-CATALYZED
HYDROGENATION
AND
HYDROGEN
TRANSFER
REACTIONS
39
LEAN-BAPTISTE
SORTAIS,
RUQAYA
BUHAIBEH,
AND
YVES
CANAC
2.1
INTRODUCTION
39
2.2
PINCER-TYPE
MANGANESE
COMPLEXES
40
2.2.1
PNP
LIGANDS
40
2.2.1.1
PN-SP
3
P
LIGAND
41
2.2.1.2
PN-SP
2
P
LIGAND
43
2.2.2
PNN
LIGANDS
47
2.2.2.1
PN-SP
3
N
LIGAND
48
2.2.2.2
PN-SP
2
N
LIGAND
50
2.2.3
NNN
LIGANDS
51
VI
CONTENTS
2.3
2.3.1
2.3.1.1
2.3.1.2
2.3.1.3
2.3.2
2.3.3
2.3.3.1
2.3.3.2
2.3.4
2.3.5
2.4
2.4.1
2.4.2
2.5
NON-PINCER-TYPE
MANGANESE
COMPLEXES
52
NN
LIGANDS
52
N-SP
3
,N-SP
3
LIGAND
52
N-SP
2
,N-SP
2
LIGAND
53
N-SP
2
,N-SP
3
LIGAND
54
PP
LIGANDS
55
NP
LIGANDS
57
N-SP
3
,P-SP
3
LIGAND
57
N-SP
2
,P-SP
3
LIGAND
58
CP
LIGAND
59
CN
LIGAND
60
OTHER
MANGANESE
COMPLEXES
61
MONODENTATE
LIGAND
61
TETRADENTATE
LIGAND
62
CONCLUSIONS
63
REFERENCES
63
3
MANGANESE-CATALYZED
HYDROGEN-BORROWING
AND
DEHYDROGENATIVE
COUPLING
REACTIONS
67
STEFAN
WEBER
AND
KARL
KIRCHNER
3.1
3.2
3.2.1
3.2.2
3.2.3
3.3
3.3.1
3.3.2
3.3.3
3.3.4
3.3.5
3.3.6
3.3.7
INTRODUCTION
67
ACCEPTORLESS
DEHYDROGENATIVE
COUPLING
(ADC)
68
SYNTHESIS
OF
ALDIMINES,
CYCLIC
IMIDES,
AND
AMIDES
69
SYNTHESIS
OF
ESTERS
AND
FUNCTIONALIZATIONS
OF
NITRILES
AND
ALKANES
73
SYNTHESIS
AND
DERIVATIZATION
OF
HETEROCYCLES
76
HYDROGEN-BORROWING
REACTIONS
79
ALKYLATION
OF
AMINES
82
ALKYLATION
OF
ALCOHOLS
AND
KETONES
85
ALKYLATION
OF
AMIDES
AND
ESTERS
89
ALKYLATION
OF
NITRILES
AND
SULFONAMIDE
90
UPGRADING
OF
ETHANOL
INTO
1-BUTANOL
93
ALKYLATION
OF
HYDRAZINE
94
COMBINING
ACCEPTORLESS DEHYDROGENATIVE
COUPLING
WITH
HYDROGEN-BORROWING
94
3.4
CONCLUSIONS
AND
PERSPECTIVES
96
REFERENCES
96
4
MANGANESE-CATALYZED
HYDROSILYLATION
AND
HYDROBORATION
REACTIONS
101
THAO
T.
NGUYEN
AND
RYAN
J.
TROVITCH
4.1
4.2
4.2.1
4.2.2
4.2.3
4.2.4
4.2.4.1
INTRODUCTION
101
HYDROSILYLATION
102
HYDROSILYLATION
OF
CARBONYLS
AND
CARBOXYLATES
702
HYDROSILYLATION
OF
AMIDES
175
HYDROSILYLATION
OF
CARBON
DIOXIDE
177
HYDROSILYLATION
OF
C=C
AND
C=C
BONDS
118
OLEFIN
HYDROSILYLATION
118
CONTENTS
VII
4.2.4.2
4.3
4.3.1
4.3.2
4.3.3
4.3.4
4.4
ALKYNE
HYDROSILYLATION
122
HYDROBORATION
124
HYDROBORATION
OF
C=O
BONDS
125
HYDROBORATION
OF
ALKENES
129
HYDROBORATION
OF
ALKYNES
130
HYDROBORATION
OF
NITRILES
131
SUMMARY
AND
CONCLUSIONS
132
REFERENCES
133
5
MANGANESE
COMPLEXES
FOR
ELECTRO
AND
PHOTOCATALYTIC
TRANSFORMATIONS
137
SERGIO
FERNANDEZ,
GEYLA
C.
DUBED
BANDOMO,
AND
JULIO
LLORET-FILLOL
5.1
5.2
5.3
5.4
5.4.1
5.4.1.1
5.4.1.2
5.4.1.3
5.4.2
5.4.3
INTRODUCTION
137
MN-CATALYZED
ORGANIC OXIDATIONS
138
MN-CATALYZED
REDUCTIONS
AND
OTHER
ORGANIC
TRANSFORMATIONS
145
MN-CATALYZED
CO
2
REDUCTION
157
ELECTROCATALYTIC
CO
2
REDUCTION
WITH
MANGANESE-BASED
CATALYSTS
158
PYRIDINE-BASED
COMPLEXES
160
DIIMINE-BASED
COMPLEXES
167
IV-HETEROCYCLIC
CARBENE-BASED
COMPLEXES
167
PHOTOCHEMICAL
CO
2
REDUCTION
171
HETEROGENIZATION
OF
MOLECULAR
MN
CATALYSTS
FOR
THE
CO
2
REDUCTION
REACTION
174
5.5
CONCLUSIONS
175
REFERENCES
176
6
MANGANESE-CATALYZED
C-H
OXYGENATION
REACTIONS
183
KONSTANTIN
P.
BRYLIAKOV
6.1
6.2
INTRODUCTION
183
SELECTIVE
MANGANESE-CATALYZED
C-H
OXIDATION
REACTIONS:
EARLY
STUDIES
184
6.3
MANGANESE-CATALYZED
CHEMO
AND
REGIOSELECTIVE
C-H
OXIDATIONS
WITH
HYDROGEN
PEROXIDE
187
6.4
6.5
6.6
6.7
6.8
MANGANESE-CATALYZED
ENANTIOSELECTIVE
C-H
OXIDATIONS
191
MANGANESE-CATALYZED
OXIDATIVE
DESYMMETRIZATIONS
194
MN-CATALYZED
OXIDATIVE
KINETIC
RESOLUTION
OF
SEC-ALCOHOLS
195
MN-CATALYZED
OXIDATION
OF
AROMATIC
COMPOUNDS
197
SUMMARY
AND
CONCLUSIONS
199
ACKNOWLEDGMENT
199
REFERENCES
200
7
MANGANESE-CATALYZED
ORGANOMETALLIC
C-H
ACTIVATION
203
YUNHUI
YANG
AND
CONGYANG
WANG
7.1
7.2
7.3
INTRODUCTION
203
STOICHIOMETRIC
CYCLOMETALATION
WITH
MANGANESE
COMPLEXES
204
MANGANESE-CATALYZED
C-C
BOND
FORMATION
VIA
DIRECTED
C-H
ACTIVATION
206
VIII
CONTENTS
7.3.1
7.3.2
7.3.3
7.3.4
7.3.5
7.4
INSERTION
OF
C=C
BONDS
INTO
MANGANACYCLES
206
INSERTION
OF
C=C
BONDS
INTO
MANGANACYCLES
222
INSERTION
OF
ALLENE
INTO
MANGANACYCLES
231
INSERTION
OF
C=X
(X
=
0,
N)
BOND
INTO
MANGANACYCLES
236
MISCELLANEOUS
REACTIONS
INVOLVING
C-H
ACTIVATION
244
SUMMARY
AND
OUTLOOK
252
REFERENCES
252
8
MANGANESE-CATALYZED
CROSS-COUPLING
PROCESSES
257
XIAOPING
LIU,
FLORIAN
JAROSCHIK,
AND
MARC
TAILLEFER
8.1
8.2
8.2.1
8.2.1.1
8.2.1.2
8.2.1.3
8.2.1.4
8.2.2
8.2.3
INTRODUCTION
257
C-C
BOND
FORMATION
VIA
MN-CATALYZED
CROSS-COUPLING REACTIONS
258
MN-CATALYZED
KUMADA
CROSS-COUPLING
REACTIONS
258
ARYL
HALIDES
WITH
GRIGNARD
REAGENTS
258
HETEROARYL
HALIDES
WITH
GRIGNARD
REAGENTS
263
VINYL(PSEUDO)HALIDES
WITH
GRIGNARD
REAGENTS
266
CONCLUSION
ON
MN-CATALYZED
KUMADA
CROSS-COUPLING
REACTIONS
269
MN-CATALYZED
STILLE
CROSS-COUPLING
REACTIONS
270
MN-CATALYZED
COUPLING
REACTIONS
OF
ORGANOMETALLIC
REAGENTS
UNDER
OXIDATIVE
CONDITIONS
273
8.2.3.1
8.2.3.2
8.2.4
8.2.5
HOMOCOUPLING
REACTIONS
274
HETEROCOUPLING
REACTIONS
276
MECHANISTIC
INSIGHTS
279
CONCLUSION
ON
MN-CATALYZED
COUPLING
REACTIONS
OF
ORGANOMETALLIC
REAGENTS
UNDER
OXIDATIVE
CONDITIONS
282
8.3
8.3.1
8.3.2
8.3.3
8.3.4
8.3.5
8.4
MN-CATALYZED
CARBON-HETEROATOM
BOND
FORMATION
282
C-N
BOND
FORMATION
282
C-O
BOND
FORMATION
285
C-S
BOND
FORMATION
286
C-B
BOND
FORMATION
288
CONCLUSION
ON
MN-CATALYZED
C-Y
BOND
FORMATION
289
SUMMARY
AND
CONCLUSIONS
290
ACKNOWLEDGMENT
291
REFERENCES
291
9
MANGANESE(LLL)
ACETATE-MEDIATED
CYCLIZATIONS
293
BARRY
B.
SNIDER
9.1
9.2
9.3
9.3.1
INTRODUCTION
293
MECHANISTIC
CONSIDERATIONS
293
MONOCYCLIZATIONS
296
RADICALS
DERIVED
FROM
0-KETO
ESTERS
AND
(3-DIKETONES
THAT
LEAD
TO
CYCLOALKANONES
296
9.3.2
RADICALS
DERIVED
FROM
P-KETO
ESTERS,
P-DIKETONES,
OR
MALONATE
ESTERS
THAT
LEAD
TO
CYCLOALKANES
298
9.3.3
FORMATION
OF
LACTONES
301
CONTENTS
IX
9.3.4
FORMATION
OF
LACTAMS
302
9.3.5
CYCLIZATIONS
TO
AROMATIC
RINGS
304
9.4
TANDEM,
TRIPLE,
AND
TETRA
CYCLIZATIONS
306
9.4.1
ADDITION
TO
A DOUBLE
BOND
AND
THEN
AN
AROMATIC
RING
306
9.4.2
ADDITION
TO
TWO
DOUBLE
BONDS
307
9.4.3
TRIPLE
AND
TETRA
CYCLIZATIONS
311
9.4.3.1
TRIPLE
CYCLIZATIONS
311
9.4.3.2
TETRACYCLIZATIONS
311
9.5
ASYMMETRIC
INDUCTION
313
9.6
OXIDATIONS
OF
KETONES
315
9.7
SUMMARY
AND
CONCLUSIONS
316
9.8
ADDENDUM
317
REFERENCES
318
10
MANGANESE-CATALYZED
DIHYDROXYLATION
AND
EPOXIDATION
OF
OLEFINS
323
NIEK
N.H.M.
EISINK
AND
WESLEY
R.
BROWNE
10.1
INTRODUCTION
323
10.2
OXIDANT
326
10.3
USE
OF
ADDITIVES
326
10.4
IN
SITU
GENERATED
CATALYSTS
330
10.5
ACTIVATION
OF
H
2
O
2
:
BEYOND
HIGH
VALENT
MANGANESE
INTERMEDIATES
334
10.6
ENANTIOSELECTIVE
MANGANESE-BASED
OXIDATION
CATALYSTS
338
10.7
CONCLUSIONS
341
REFERENCES
341
INDEX
345
|
| adam_txt |
V
CONTENTS
PREFACE
XL
1
ORGANOMETALLIC
MANGANESE
COMPOUNDS
IN
ORGANIC
SYNTHESIS
1
ALINA
A.
GRINEVA,
NOEL
LUGAN,
AND
DMITRY
A.
VALYAEV
1.1
INTRODUCTION
1
1.2
BASIC
MANGANESE
PRECURSORS
RELEVANT
TO
ORGANOMETALLIC
CHEMISTRY
1
1.3
OVERVIEW
OF
THE
SYNTHETIC
CHEMISTRY
FOR
MAIN
CLASSES
OF
MN(I)
COMPLEXES
3
1.4
PLANAR
CHIRAL
LIGANDS
BASED
ON
CYMANTRENE
SCAFFOLD
7
1.5
MN(I)-MEDIATED
TRANSFORMATIONS
IN
ORGANIC
SYNTHESIS
11
1.5.1
RING-CENTERED
REACTIVITY
IN
HALF-SANDWICH MN(I)
JT-COMPLEXES
11
1.5.2
PREPARATION
OF
ALLENES
USING
[CP'(CO)
2
MN]
AUXILIARY
16
1.5.3
SYNTHETIC
APPLICATIONS
OF
MN(I)
FISCHER
CARBENES
18
1.5.4
CARBONYL-CONTAINING
MANGANESE
C-COMPLEXES
IN
ORGANIC
SYNTHESIS
23
1.5.5
MN-MEDIATED SYNTHESIS
OF
ORGANOPHOSPHOROUS
COMPOUNDS
25
1.5.6
BACKBONE
MODIFICATION
OF
N-HETEROCYCLIC
CARBENES
IN
MN(I)
COORDINATION
SPHERE
30
1.6
SUMMARY
AND
CONCLUSIONS
30
REFERENCES
32
2
MANGANESE-CATALYZED
HYDROGENATION
AND
HYDROGEN
TRANSFER
REACTIONS
39
LEAN-BAPTISTE
SORTAIS,
RUQAYA
BUHAIBEH,
AND
YVES
CANAC
2.1
INTRODUCTION
39
2.2
PINCER-TYPE
MANGANESE
COMPLEXES
40
2.2.1
PNP
LIGANDS
40
2.2.1.1
PN-SP
3
P
LIGAND
41
2.2.1.2
PN-SP
2
P
LIGAND
43
2.2.2
PNN
LIGANDS
47
2.2.2.1
PN-SP
3
N
LIGAND
48
2.2.2.2
PN-SP
2
N
LIGAND
50
2.2.3
NNN
LIGANDS
51
VI
CONTENTS
2.3
2.3.1
2.3.1.1
2.3.1.2
2.3.1.3
2.3.2
2.3.3
2.3.3.1
2.3.3.2
2.3.4
2.3.5
2.4
2.4.1
2.4.2
2.5
NON-PINCER-TYPE
MANGANESE
COMPLEXES
52
NN
LIGANDS
52
N-SP
3
,N-SP
3
LIGAND
52
N-SP
2
,N-SP
2
LIGAND
53
N-SP
2
,N-SP
3
LIGAND
54
PP
LIGANDS
55
NP
LIGANDS
57
N-SP
3
,P-SP
3
LIGAND
57
N-SP
2
,P-SP
3
LIGAND
58
CP
LIGAND
59
CN
LIGAND
60
OTHER
MANGANESE
COMPLEXES
61
MONODENTATE
LIGAND
61
TETRADENTATE
LIGAND
62
CONCLUSIONS
63
REFERENCES
63
3
MANGANESE-CATALYZED
HYDROGEN-BORROWING
AND
DEHYDROGENATIVE
COUPLING
REACTIONS
67
STEFAN
WEBER
AND
KARL
KIRCHNER
3.1
3.2
3.2.1
3.2.2
3.2.3
3.3
3.3.1
3.3.2
3.3.3
3.3.4
3.3.5
3.3.6
3.3.7
INTRODUCTION
67
ACCEPTORLESS
DEHYDROGENATIVE
COUPLING
(ADC)
68
SYNTHESIS
OF
ALDIMINES,
CYCLIC
IMIDES,
AND
AMIDES
69
SYNTHESIS
OF
ESTERS
AND
FUNCTIONALIZATIONS
OF
NITRILES
AND
ALKANES
73
SYNTHESIS
AND
DERIVATIZATION
OF
HETEROCYCLES
76
HYDROGEN-BORROWING
REACTIONS
79
ALKYLATION
OF
AMINES
82
ALKYLATION
OF
ALCOHOLS
AND
KETONES
85
ALKYLATION
OF
AMIDES
AND
ESTERS
89
ALKYLATION
OF
NITRILES
AND
SULFONAMIDE
90
UPGRADING
OF
ETHANOL
INTO
1-BUTANOL
93
ALKYLATION
OF
HYDRAZINE
94
COMBINING
ACCEPTORLESS DEHYDROGENATIVE
COUPLING
WITH
HYDROGEN-BORROWING
94
3.4
CONCLUSIONS
AND
PERSPECTIVES
96
REFERENCES
96
4
MANGANESE-CATALYZED
HYDROSILYLATION
AND
HYDROBORATION
REACTIONS
101
THAO
T.
NGUYEN
AND
RYAN
J.
TROVITCH
4.1
4.2
4.2.1
4.2.2
4.2.3
4.2.4
4.2.4.1
INTRODUCTION
101
HYDROSILYLATION
102
HYDROSILYLATION
OF
CARBONYLS
AND
CARBOXYLATES
702
HYDROSILYLATION
OF
AMIDES
175
HYDROSILYLATION
OF
CARBON
DIOXIDE
177
HYDROSILYLATION
OF
C=C
AND
C=C
BONDS
118
OLEFIN
HYDROSILYLATION
118
CONTENTS
VII
4.2.4.2
4.3
4.3.1
4.3.2
4.3.3
4.3.4
4.4
ALKYNE
HYDROSILYLATION
122
HYDROBORATION
124
HYDROBORATION
OF
C=O
BONDS
125
HYDROBORATION
OF
ALKENES
129
HYDROBORATION
OF
ALKYNES
130
HYDROBORATION
OF
NITRILES
131
SUMMARY
AND
CONCLUSIONS
132
REFERENCES
133
5
MANGANESE
COMPLEXES
FOR
ELECTRO
AND
PHOTOCATALYTIC
TRANSFORMATIONS
137
SERGIO
FERNANDEZ,
GEYLA
C.
DUBED
BANDOMO,
AND
JULIO
LLORET-FILLOL
5.1
5.2
5.3
5.4
5.4.1
5.4.1.1
5.4.1.2
5.4.1.3
5.4.2
5.4.3
INTRODUCTION
137
MN-CATALYZED
ORGANIC OXIDATIONS
138
MN-CATALYZED
REDUCTIONS
AND
OTHER
ORGANIC
TRANSFORMATIONS
145
MN-CATALYZED
CO
2
REDUCTION
157
ELECTROCATALYTIC
CO
2
REDUCTION
WITH
MANGANESE-BASED
CATALYSTS
158
PYRIDINE-BASED
COMPLEXES
160
DIIMINE-BASED
COMPLEXES
167
IV-HETEROCYCLIC
CARBENE-BASED
COMPLEXES
167
PHOTOCHEMICAL
CO
2
REDUCTION
171
HETEROGENIZATION
OF
MOLECULAR
MN
CATALYSTS
FOR
THE
CO
2
REDUCTION
REACTION
174
5.5
CONCLUSIONS
175
REFERENCES
176
6
MANGANESE-CATALYZED
C-H
OXYGENATION
REACTIONS
183
KONSTANTIN
P.
BRYLIAKOV
6.1
6.2
INTRODUCTION
183
SELECTIVE
MANGANESE-CATALYZED
C-H
OXIDATION
REACTIONS:
EARLY
STUDIES
184
6.3
MANGANESE-CATALYZED
CHEMO
AND
REGIOSELECTIVE
C-H
OXIDATIONS
WITH
HYDROGEN
PEROXIDE
187
6.4
6.5
6.6
6.7
6.8
MANGANESE-CATALYZED
ENANTIOSELECTIVE
C-H
OXIDATIONS
191
MANGANESE-CATALYZED
OXIDATIVE
DESYMMETRIZATIONS
194
MN-CATALYZED
OXIDATIVE
KINETIC
RESOLUTION
OF
SEC-ALCOHOLS
195
MN-CATALYZED
OXIDATION
OF
AROMATIC
COMPOUNDS
197
SUMMARY
AND
CONCLUSIONS
199
ACKNOWLEDGMENT
199
REFERENCES
200
7
MANGANESE-CATALYZED
ORGANOMETALLIC
C-H
ACTIVATION
203
YUNHUI
YANG
AND
CONGYANG
WANG
7.1
7.2
7.3
INTRODUCTION
203
STOICHIOMETRIC
CYCLOMETALATION
WITH
MANGANESE
COMPLEXES
204
MANGANESE-CATALYZED
C-C
BOND
FORMATION
VIA
DIRECTED
C-H
ACTIVATION
206
VIII
CONTENTS
7.3.1
7.3.2
7.3.3
7.3.4
7.3.5
7.4
INSERTION
OF
C=C
BONDS
INTO
MANGANACYCLES
206
INSERTION
OF
C=C
BONDS
INTO
MANGANACYCLES
222
INSERTION
OF
ALLENE
INTO
MANGANACYCLES
231
INSERTION
OF
C=X
(X
=
0,
N)
BOND
INTO
MANGANACYCLES
236
MISCELLANEOUS
REACTIONS
INVOLVING
C-H
ACTIVATION
244
SUMMARY
AND
OUTLOOK
252
REFERENCES
252
8
MANGANESE-CATALYZED
CROSS-COUPLING
PROCESSES
257
XIAOPING
LIU,
FLORIAN
JAROSCHIK,
AND
MARC
TAILLEFER
8.1
8.2
8.2.1
8.2.1.1
8.2.1.2
8.2.1.3
8.2.1.4
8.2.2
8.2.3
INTRODUCTION
257
C-C
BOND
FORMATION
VIA
MN-CATALYZED
CROSS-COUPLING REACTIONS
258
MN-CATALYZED
KUMADA
CROSS-COUPLING
REACTIONS
258
ARYL
HALIDES
WITH
GRIGNARD
REAGENTS
258
HETEROARYL
HALIDES
WITH
GRIGNARD
REAGENTS
263
VINYL(PSEUDO)HALIDES
WITH
GRIGNARD
REAGENTS
266
CONCLUSION
ON
MN-CATALYZED
KUMADA
CROSS-COUPLING
REACTIONS
269
MN-CATALYZED
STILLE
CROSS-COUPLING
REACTIONS
270
MN-CATALYZED
COUPLING
REACTIONS
OF
ORGANOMETALLIC
REAGENTS
UNDER
OXIDATIVE
CONDITIONS
273
8.2.3.1
8.2.3.2
8.2.4
8.2.5
HOMOCOUPLING
REACTIONS
274
HETEROCOUPLING
REACTIONS
276
MECHANISTIC
INSIGHTS
279
CONCLUSION
ON
MN-CATALYZED
COUPLING
REACTIONS
OF
ORGANOMETALLIC
REAGENTS
UNDER
OXIDATIVE
CONDITIONS
282
8.3
8.3.1
8.3.2
8.3.3
8.3.4
8.3.5
8.4
MN-CATALYZED
CARBON-HETEROATOM
BOND
FORMATION
282
C-N
BOND
FORMATION
282
C-O
BOND
FORMATION
285
C-S
BOND
FORMATION
286
C-B
BOND
FORMATION
288
CONCLUSION
ON
MN-CATALYZED
C-Y
BOND
FORMATION
289
SUMMARY
AND
CONCLUSIONS
290
ACKNOWLEDGMENT
291
REFERENCES
291
9
MANGANESE(LLL)
ACETATE-MEDIATED
CYCLIZATIONS
293
BARRY
B.
SNIDER
9.1
9.2
9.3
9.3.1
INTRODUCTION
293
MECHANISTIC
CONSIDERATIONS
293
MONOCYCLIZATIONS
296
RADICALS
DERIVED
FROM
0-KETO
ESTERS
AND
(3-DIKETONES
THAT
LEAD
TO
CYCLOALKANONES
296
9.3.2
RADICALS
DERIVED
FROM
P-KETO
ESTERS,
P-DIKETONES,
OR
MALONATE
ESTERS
THAT
LEAD
TO
CYCLOALKANES
298
9.3.3
FORMATION
OF
LACTONES
301
CONTENTS
IX
9.3.4
FORMATION
OF
LACTAMS
302
9.3.5
CYCLIZATIONS
TO
AROMATIC
RINGS
304
9.4
TANDEM,
TRIPLE,
AND
TETRA
CYCLIZATIONS
306
9.4.1
ADDITION
TO
A DOUBLE
BOND
AND
THEN
AN
AROMATIC
RING
306
9.4.2
ADDITION
TO
TWO
DOUBLE
BONDS
307
9.4.3
TRIPLE
AND
TETRA
CYCLIZATIONS
311
9.4.3.1
TRIPLE
CYCLIZATIONS
311
9.4.3.2
TETRACYCLIZATIONS
311
9.5
ASYMMETRIC
INDUCTION
313
9.6
OXIDATIONS
OF
KETONES
315
9.7
SUMMARY
AND
CONCLUSIONS
316
9.8
ADDENDUM
317
REFERENCES
318
10
MANGANESE-CATALYZED
DIHYDROXYLATION
AND
EPOXIDATION
OF
OLEFINS
323
NIEK
N.H.M.
EISINK
AND
WESLEY
R.
BROWNE
10.1
INTRODUCTION
323
10.2
OXIDANT
326
10.3
USE
OF
ADDITIVES
326
10.4
IN
SITU
GENERATED
CATALYSTS
330
10.5
ACTIVATION
OF
H
2
O
2
:
BEYOND
HIGH
VALENT
MANGANESE
INTERMEDIATES
334
10.6
ENANTIOSELECTIVE
MANGANESE-BASED
OXIDATION
CATALYSTS
338
10.7
CONCLUSIONS
341
REFERENCES
341
INDEX
345 |
| any_adam_object | 1 |
| any_adam_object_boolean | 1 |
| author2 | Sortais, Jean-Baptiste |
| author2_role | edt |
| author2_variant | j b s jbs |
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| ctrlnum | (OCoLC)1296951164 (DE-599)DNB1226563147 |
| discipline | Chemie / Pharmazie |
| discipline_str_mv | Chemie / Pharmazie |
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| genre_facet | Aufsatzsammlung |
| id | DE-604.BV047651222 |
| illustrated | Illustrated |
| index_date | 2024-07-03T18:50:00Z |
| indexdate | 2024-07-10T09:18:19Z |
| institution | BVB |
| institution_GND | (DE-588)16179388-5 |
| isbn | 9783527347308 3527347305 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-033035276 |
| oclc_num | 1296951164 |
| open_access_boolean | |
| owner | DE-11 DE-19 DE-BY-UBM |
| owner_facet | DE-11 DE-19 DE-BY-UBM |
| physical | xii, 356 Seiten Illustrationen, Diagramme 24.4 cm x 17 cm |
| publishDate | 2022 |
| publishDateSearch | 2022 |
| publishDateSort | 2022 |
| publisher | Wiley-VCH |
| record_format | marc |
| spelling | Manganese catalysis in organic synthesis edited by Jean-Baptiste Sortais Weinheim Wiley-VCH [2022] xii, 356 Seiten Illustrationen, Diagramme 24.4 cm x 17 cm txt rdacontent n rdamedia nc rdacarrier Organische Synthese (DE-588)4075695-6 gnd rswk-swf Katalysator (DE-588)4029919-3 gnd rswk-swf Manganorganische Verbindungen (DE-588)4168810-7 gnd rswk-swf Catalysis Chemie Chemistry Industrial Chemistry Katalyse Organic Chemistry Organische Chemie Technische u. Industrielle Chemie CH30: Technische u. Industrielle Chemie CH40: Katalyse CH80: Organische Chemie (DE-588)4143413-4 Aufsatzsammlung gnd-content Manganorganische Verbindungen (DE-588)4168810-7 s Katalysator (DE-588)4029919-3 s Organische Synthese (DE-588)4075695-6 s DE-604 Sortais, Jean-Baptiste (DE-588)1247227111 edt Wiley-VCH (DE-588)16179388-5 pbl Erscheint auch als Online-Ausgabe, PDF 978-3-527-82612-4 Erscheint auch als Online-Ausgabe, EPUB 978-3-527-82611-7 Erscheint auch als Online-Ausgabe, oBook 978-3-527-82613-1 X:MVB http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34730-8/ Kurzbeschreibung DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=033035276&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Manganese catalysis in organic synthesis Organische Synthese (DE-588)4075695-6 gnd Katalysator (DE-588)4029919-3 gnd Manganorganische Verbindungen (DE-588)4168810-7 gnd |
| subject_GND | (DE-588)4075695-6 (DE-588)4029919-3 (DE-588)4168810-7 (DE-588)4143413-4 |
| title | Manganese catalysis in organic synthesis |
| title_auth | Manganese catalysis in organic synthesis |
| title_exact_search | Manganese catalysis in organic synthesis |
| title_exact_search_txtP | Manganese catalysis in organic synthesis |
| title_full | Manganese catalysis in organic synthesis edited by Jean-Baptiste Sortais |
| title_fullStr | Manganese catalysis in organic synthesis edited by Jean-Baptiste Sortais |
| title_full_unstemmed | Manganese catalysis in organic synthesis edited by Jean-Baptiste Sortais |
| title_short | Manganese catalysis in organic synthesis |
| title_sort | manganese catalysis in organic synthesis |
| topic | Organische Synthese (DE-588)4075695-6 gnd Katalysator (DE-588)4029919-3 gnd Manganorganische Verbindungen (DE-588)4168810-7 gnd |
| topic_facet | Organische Synthese Katalysator Manganorganische Verbindungen Aufsatzsammlung |
| url | http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34730-8/ http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=033035276&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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