Organic redox chemistry chemical, photochemical and electrochemical syntheses
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| 084 | |a VE 6300 |0 (DE-625)147132:253 |2 rvk | ||
| 245 | 1 | 0 | |a Organic redox chemistry |b chemical, photochemical and electrochemical syntheses |c edited by Jun-Ichi Yoshida, Frederic W. Patureau |
| 264 | 1 | |a Weinheim |b WILEY-VCH |c [2022] | |
| 264 | 4 | |c © 2022 | |
| 300 | |a xiv, 231 Seiten |b Illustrationen, Diagramme | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 650 | 0 | 7 | |a Redoxreaktion |0 (DE-588)4177303-2 |2 gnd |9 rswk-swf |
| 653 | |a Catalysis | ||
| 653 | |a Chemie | ||
| 653 | |a Chemistry | ||
| 653 | |a Katalyse | ||
| 653 | |a Methods - Synthesis & Techniques | ||
| 653 | |a Organische Chemie / Methoden, Synthesen, Verfahren | ||
| 653 | |a Pharmaceutical & Medicinal Chemistry | ||
| 653 | |a Pharmazeutische u. Medizinische Chemie | ||
| 653 | |a CH40: Katalyse | ||
| 653 | |a CH60: Pharmazeutische u. Medizinische Chemie | ||
| 653 | |a CH81: Organische Chemie / Methoden, Synthesen, Verfahren | ||
| 655 | 7 | |0 (DE-588)4143413-4 |a Aufsatzsammlung |2 gnd-content | |
| 689 | 0 | 0 | |a Redoxreaktion |0 (DE-588)4177303-2 |D s |
| 689 | 0 | |5 DE-604 | |
| 700 | 1 | |a Yoshida, Jun-ichi |d 1954-2019 |0 (DE-588)136533817 |4 edt | |
| 700 | 1 | |a Patureau, Frédéric W. |0 (DE-588)1245018833 |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 978-3-527-81570-8 |
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| 776 | 0 | 8 | |i Erscheint auch als |n Online-Ausgabe, OBOOK |z 978-3-527-81567-8 |
| 856 | 4 | 2 | |m X:MVB |u http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34487-1/ |3 Kurzbeschreibung |
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| adam_text | V
CONTENTS
BIOGRAPHY
XI
PREFACE
XIII
1
CHEMICAL
OXIDATIVE
C-C
BOND
FORMATION
1
KOJI
HIRANO
1.1
INTRODUCTION
1
1.2
OXIDATIVE
ARYL-ALKENYL
BOND
FORMATION
1
1.2.1
OXIDATIVE
MIZOROKI-HECK
REACTION
WITH
ARYLMETAL
REAGENTS
2
1.2.2
DIRECT
OXIDATIVE
MIZOROKI-HECK
REACTION
WITH
ARENE
C-HS
(FUJIWARA-MORITANI
REACTION)
4
1.3
OXIDATIVE
ARYL-ARYL
BOND
FORMATION
8
1.3.1
OXIDATIVE
C-H/C-M
BIARYL
CROSS-COUPLING
10
1.3.2
OXIDATIVE
C-H/C-H
BIARYL
CROSS-COUPLING
12
1.4
OXIDATIVE
ARYL-ALKYNYL
BOND
FORMATION
15
1.5
OXIDATIVE
C
-
C
BOND
FORMATION
AT
C
3
CENTER
18
UP
1.6
CONCLUSION
22
REFERENCES
23
2
ELECTROCHEMICAL
OXIDATIVE
C-C
BOND
FORMATION
29
SEBASTIAN
LIPS
AND
SIEGFRIED
R.
WALDVOGEL
2.1
ELECTROCHEMICAL
OXIDATIVE
ARYL-ARYL
CROSS-COUPLING
REACTION
29
2.2
ELECTROCHEMICAL
OXIDATIVE
BENZYL-ARYL
CROSS-COUPLING
REACTION
35
2.3
ELECTROCHEMICAL
OXIDATIVE
ARYLATION
OF
OLEFINS
36
2.4
ELECTROCHEMICAL
OXIDATIVE
ARYLATION
OF
ALKYNES
39
2.5
ELECTROCHEMICAL
OXIDATIVE
CROSS-DEHYDROGENATIVE
COUPLING
OF
C(SP
3
)
-H
AND
C(SP
2
)
-H
BONDS
39
REFERENCES
39
3
FUNDAMENTALS
OF
PHOTOCHEMICAL
REDOX
REACTIONS
45
DANIEL
A.
CORBIN,
NICHOLAS
A.
SWISHER,
AND
GARRET
M.
MIYAKE
3.1
INTRODUCTION:
A
BRIEF
HISTORY
OF
PHOTOCHEMISTRY
45
3.2
PHOTOCHEMISTRY:
BACKGROUND
AND
THEORY
50
3.2.1
THE
ELECTROMAGNETIC
SPECTRUM
50
VI
CONTENTS
3.2.2
ALLOWED
AND
FORBIDDEN
TRANSITIONS
57
3.2.3
PHOTOPHYSICAL
PROCESSES
52
3.2.3.1
JABLONSKI
DIAGRAMS
52
3.2.3.2
ABSORPTION
53
3.2.3.3
VIBRATIONAL
RELAXATION
55
3.2.3.4
INTERNAL
CONVERSION
56
3.2.3.5
FLUORESCENCE
56
3.2.3.6
INTERSYSTEM
CROSSING
57
3.2.3.7
PHOSPHORESCENCE
58
3.2.4
ELECTRON
TRANSFERS
58
3.2.4.1
PHOTOINDUCED
ELECTRON
TRANSFER
58
3.2.4.2
MECHANISMS
OF
ELECTRON
TRANSFER
59
3.2.4.3
MARCUS
THEORY
60
3.2.5
LABORATORY
TECHNIQUES
FOR
STUDYING
PHOTOREDOX
PROCESSES
61
3.2.5.1
SUV-VISIBLE
SPECTROSCOPY
61
3.2.5.2
EMISSION
SPECTROSCOPY
63
3.2.5.3
TRANSIENT
ABSORPTION
SPECTROSCOPY
65
3.2.5.4
CYCLIC
VOLTAMMETRY
67
3.2.6
PRACTICAL
CONSIDERATIONS
FOR
PERFORMING
PHOTOCHEMICAL
REACTIONS
68
3.2.6.1
FACTORS
INFLUENCING
BIMOLECULAR
REACTIONS
68
3.2.6.2
PHOTOREACTOR
DESIGN
68
3.2.6.3
CHOICE
OF
LIGHT SOURCE
69
3.3
PHOTOREDOX
CATALYSIS
69
3.3.1
GENERAL
MECHANISMS
OF
PHOTOCATALYSIS
69
3.3.2
DESIGN
PRINCIPLES
FOR
EFFECTIVE
PHOTOREDOX
CATALYSTS
70
3.3.2.1
EFFECTIVE
ABSORPTION
OF
LIGHT
70
3.3.2.2
HIGH
QUANTUM
YIELD
OF
DESIRED
EXCITED
STATE
71
3.3.2.3
LONG-LIVED
EXCITED
STATE
71
3.3.2.4
FAVORABLE
THERMODYNAMICS
71
3.3.2.5
REDOX
REVERSIBILITY
72
3.3.3
INORGANIC
PHOTOCATALYSTS
72
3.3.4
ORGANIC
EXCITED-STATE
OXIDANTS
75
3.3.5
ORGANIC
EXCITED-STATE
REDUCTANTS
78
3.3.6
OPEN-SHELL
PHOTOREDOX
CATALYSTS
82
3.4
PHOTOCHEMISTRY
OF
ELECTRON
DONOR-ACCEPTOR
COMPLEXES
85
3.4.1
BACKGROUND
AND
THEORY
85
3.4.1.1
WHAT
IS
AN
EDA
COMPLEX?
85
3.4.1.2
HOW
DO
EDA
COMPLEXES
INTERACT
WITH
LIGHT?
85
3.4.1.3
ELECTRON
TRANSFER
IN
EDA
COMPLEXES
86
3.4.1.4
ENVIRONMENTAL
FACTORS
AFFECTING
EDA
COMPLEXES
86
3.4.2
EARLY
EXAMPLES
OF
EDA
PHOTOCHEMISTRY
87
3.4.3
RECENT
EXAMPLES
OF
EDA
PHOTOCHEMISTRY
87
3.4.3.1
REDISCOVERING
EDA
COMPLEXES
THROUGH
PHOTOREDOX
CATALYSIS
87
3.4.3.2
STOICHIOMETRIC
EDA
REACTIONS
88
3.4.3.3
USE
OF
SACRIFICIAL
DONORS
AND
ACCEPTORS
89
CONTENTS
VII
3.4.3.4
REDOX
AUXILIARIES
TO
EXPAND
DONOR
AND
ACCEPTOR
SCOPE
90
3.4.3.5
CATALYTIC
EDA
REACTIONS
91
3.4.3.6
ENANTIOSELECTIVE
REACTIONS
OF
EDA
COMPLEXES
91
3.5
CONCLUDING
THOUGHTS
92
SUGGESTED
ADDITIONAL
READING
92
PHOTOCHEMISTRY
AND
PHOTOPHYSICAL
PROCESSES
92
ELECTROCHEMICAL
METHODS
93
PHOTOREDOX
CATALYSIS
93
EARTH
ABUNDANT
METAL
PHOTOREDOX
CATALYSIS
93
EDA
COMPLEXES
93
REFERENCES
93
4
C-H
BOND
FUNCTIONALIZATION
WITH
CHEMICAL
OXIDANTS
103
JIA-XIANG
XIANG,
POOJA
VEMURI,
AND
FREDERIC
W.
PATUREAU
4.1
INTRODUCTION
103
4.1.1
A
SHIFT
IN
THE
RATE-DETERMINING
STEP
103
4.1.2
THE
NATURE
OF
THE
OXIDANT
103
4.2
METAL-BASED
OXIDANTS
AND
OTHER
INORGANIC
OXIDANTS
104
4.2.1
SILVER
SALT
OXIDANTS
105
4.2.2
COPPER
SALT
OXIDANTS
108
4.2.3
OTHER
INORGANIC
OXIDANTS
109
4.3
ORGANIC
OXIDANTS
109
4.3.1
ORGANIC
PEROXIDES
110
4.3.2
QUINONES
112
4.4
INTERNAL
OXIDANTS
(DG
OX
)
115
4.5
USE
OF
O
2
AS
AN
OXIDANT
119
4.6
DEHYDROGENATIVE
COUPLINGS
WITH
NO
OXIDANT
AT
ALL
124
4.7
CONCLUSION
125
REFERENCES
125
5
ELECTROCHEMICAL
REDUCTIVE
TRANSFORMATIONS
129
MAHITO
ATOBE
AND
TOSHIO
FUCHIGAMI
5.1
GENERAL
CHARACTERISTICS
OF
ELECTROCHEMICAL
REACTIONS
129
5.2
MECHANISM
OF
ORGANIC
ELECTROCHEMICAL
REDUCTIONS
130
5.3
CHARACTERISTICS
OF
ORGANIC
ELECTROCHEMICAL
REDUCTIONS
131
5.3.1
UMPOLUNG
131
5.3.2
SELECTIVITY
132
5.3.2.1
CHEMOSELECTIVITY
133
5.3.2.2
REACTION
PATHWAY
SELECTIVITY
133
5.3.2.3
REGIOSELECTIVITY
133
5.3.2.4
STEREOSELECTIVITY
134
5.3.2.5
SELECTIVITY
DEPENDING
ON
ELECTRODE
MATERIALS
134
5.4
ELECTROAUXILIARIES
135
5.4.1
ELECTROAUXILIARIES
BASED
ON
READILY
ELECTRON-TRANSFERABLE
FUNCTIONAL
GROUPS
135
VIII
CONTENTS
5.4.2
5.5
5.5.1
5.5.2
5.5.3
5.5.4
5.5.5
5.5.6
5.5.7
5.5.8
5.5.9
5.5.10
5.5.11
5.5.12
5.5.13
5.5.14
5.6
5.6.1
5.6.1.1
5.6.1.2
5.6.1.3
5.6.1.4
5.6.1.5
5.6.2
5.6.2.1
5.6.2.2
5.6.2.3
5.7
ELECTROAUXILIARIES
BASED
ON
COORDINATION
EFFECTS
136
REACTION
PATTERN
OF
ORGANIC
ELECTROCHEMICAL
REDUCTIONS
137
TRANSFORMATION
TYPE
OF
FUNCTIONAL
GROUP
137
ADDITION
TYPE
138
INSERTION
TYPE
138
SUBSTITUTION
TYPE
139
SUBSTITUTIVE
EXCHANGE
TYPE
139
ELIMINATION
TYPE
139
DIMERIZATION
TYPE
139
CROSSED
DIMERIZATION
140
CYCLIZATION
TYPE
140
POLYMORPHISM
FORMATION
TYPE
140
POLYMERIZATION
TYPE
141
CLEAVAGE
TYPE
141
METALATION
TYPE
141
ASYMMETRIC
SYNTHESIS
TYPE
141
ELECTROCHEMICALLY
GENERATED
REACTIVE
SPECIES
141
CATHODICALLY
GENERATED
CARBON
SPECIES
142
REDUCTION
OF
ALKYL
HALIDES
142
REDUCTION
OF
KETONE
AND
IMINE
142
REDUCTION
OF
ACTIVATED
OLEFIN
AND
CONJUGATED
OLEFIN
142
REDUCTION
OF
ACTIVE
HYDROGEN
COMPOUNDS
143
REDUCTION
OF
GEM
AND
VIC-DIHALOGENO
COMPOUNDS
143
CATHODICALLY
GENERATED
HETEROATOM
SPECIES
143
CATHODICALLY
GENERATED
NITROGEN
SPECIES
143
REDUCTION
OF
ALCOHOL
AND
CARBOXYLIC
ACID
143
14-FAMILY
AND
15-FAMILY
ELEMENT
SPECIES
144
ADVANCED
METHODOLOGY
FOR
ELECTROCHEMICAL
REDUCTIVE
TRANSFORMATIONS
144
5.7.1
5.7.1.1
5.7.1.2
5.7.1.3
5.7.2
5.8
ELECTROCATALYSIS
FOR
REDUCTIVE
TRANSFORMATIONS
144
DIRECT
AND
INDIRECT
ELECTROCHEMICAL
REDUCTIONS
144
KINDS
OF
MEDIATORS
FOR
REDUCTIVE
TRANSFORMATIONS
145
ELECTRORECHEMICAL
REDUCTIVE
TRANSFORMATIONS
USING
MEDIATORS
146
ELECTROGENERATED
BASES
148
CONCLUSIONS
150
REFERENCES
150
6
ELECTROCHEMICAL
REDOX-MEDIATED
POLYMER
SYNTHESIS
153
NAOKI
SHIDA
AND
SHINSUKE
INAGI
6.1
6.2
6.2.1
6.2.2
6.2.3
6.2.4
INTRODUCTION
153
SYNTHESIS
OF
CONDUCTING
POLYMERS
BY
ELECTROCHEMICAL
REDOX
154
ELECTROCHEMICAL
REDOX
BEHAVIOR
OF
CONDUCTING
POLYMERS
154
OXIDATIVE
ELECTROPOLYMERIZATION
OF
AROMATIC
MONOMERS
154
ELECTROCHEMICAL
COPOLYMER
SYNTHESIS
155
REDUCTIVE
ELECTROPOLYMERIZATION
OF
AROMATIC
MONOMERS
157
CONTENTS
IX
6.2.5
POLYSILANE
SYNTHESIS
BY
CATHODIC
REDUCTION
157
6.2.6
ELECTROPOLYMERIZATION
UNDER
NONCONVENTIONAL
CONDITIONS
158
6.3
POST-FUNCTIONALIZATION
OF
CONDUCTING
POLYMERS
BY
ELECTROCHEMICAL
REDOX
159
6.3.1
FUNCTIONALIZATION
OF
CONDUCTING
POLYMERS
BY
ANODIC
SUBSTITUTION
159
6.3.2
CATHODIC
REDUCTION
AND
PAIRED
REACTIONS
162
6.3.3
FUNCTIONALIZATION
OF
POLYANILINE
BY
THE
CRS
METHOD
162
6.3.4
OXIDATION-INDUCED
INTRAMOLECULAR
CYCLIZATION
OF
CONDUCTING
POLYMER
163
6.3.5
ELECTROGENERATED
TRANSITION-METAL
CATALYSTS
FOR
POST-FUNCTIONALIZATION
164
6.4
SYNTHESIS
OF
NONCONJUGATED
POLYMERS
BY
ELECTROCHEMICAL
REDOX
164
6.4.1
ELECTROPOLYMERIZATION
OF
ELECTROACTIVE
POLYMERS
164
6.4.2
ELECTROCHEMICAL
REDOX-CONTROLLED
POLYMERIZATION
165
6.4.3
ELECTROCHEMICALLY
INDUCED
FILM
FORMATION
VIA
CROSSLINKING
167
6.5
CONCLUSION
167
REFERENCES
168
7
CHEMICAL
PAIRED
TRANSFORMATIONS
171
EIJI
SHIRAKAWA
7.1
INTRODUCTION
171
7.2
DIRECT
ARYLATION
OF
ARENES
WITH
ARYL
HALIDES
173
7.3
ELECTRON-CATALYZED
CROSS-COUPLING
REACTIONS
OF
ARYL
HALIDES
178
7.4
CONCLUSIONS
182
REFERENCES
183
8
PHOTOCHEMICAL
PAIRED
TRANSFORMATIONS
187
TAKASHI
KOIKE
AND
MUNETAKA
AKITA
8.1
INTRODUCTION
187
8.2
BASIC
CONCEPTS
FOR
PHOTOCHEMICAL
HYDROGEN
ATOM
TRANSFER
(HAT)
PROCESS
188
8.2.1
CONCEPT
1:
DIRECT
HAT
BY
THE
EXCITED
PHOTOCATALYST
188
8.2.2
CONCEPT
2:
INDIRECT
HAT
TRIGGERED
BY
PHOTOCATALYSIS
188
8.3
ASYMMETRIC
RADICAL
FUNCTIONALIZATION
ASSOCIATED
WITH
DIRECT
HAT
BY
PHOTOCATALYSTS
189
8.3.1
PHOTOCATALYTIC
FUNCTIONALIZATION
OF
C(SP
3
)
-
H
BONDS
BASED
ON
CONCEPT
1
189
8.3.2
ASYMMETRIC
TRANSFORMATIONS
BASED
ON
CONCEPT
1
194
8.4
ASYMMETRIC
RADICAL
FUNCTIONALIZATION
ASSOCIATED
WITH
INDIRECT
HAT
TRIGGERED
BY
PHOTOCATALYSIS
195
8.4.1
PHOTOCATALYTIC
FUNCTIONALIZATION
OF
C(SP
3
)
-
H
BONDS
THROUGH
1,5-HYDROGEN
ATOM
TRANSFER
PROCESSES
197
8.4.2
ASYMMETRIC
TRANSFORMATIONS
BASED
ON
CONCEPT
2
200
8.5
SUMMARY
AND
OUTLOOK
201
REFERENCES
202
X
CONTENTS
9
PAIRED
ELECTROLYSIS
209
KOUICHI
MATSUMOTO
AND
TOSHIKI
NOKAMI
9.1
INTRODUCTION
209
9.2
PAIRED
ELECTROLYSIS
FOR
SEQUENTIAL
REACTIONS
AT
BOTH
ELECTRODES
210
9.2.1
USING
AN
UNDIVIDED
CELL
210
9.2.2
USING
A
FLOW
CELL
211
9.3
PAIRED
ELECTROLYSIS
WITH
TWO
DIFFERENT
REACTIONS
AT
BOTH
ELECTRODES
213
9.3.1
USING
AN
UNDIVIDED
CELL
213
9.3.2
USING
A
DIVIDED
CELL
214
9.3.3
USING
A
FLOW
CELL
215
9.4
PAIRED
ELECTROLYSIS
FOR
GENERATION
OF
TWO
INTERMEDIATES
TO
AFFORD
A
FINAL
PRODUCT
BY
THE
SEQUENTIAL
REACTION
216
9.4.1
USING
AN
UNDIVIDED
CELL
216
9.4.2
USING
A
DIVIDED
CELL
219
9.4.3
USING
A
FLOW
CELL
220
9.5
CONCLUSION
221
REFERENCES
221
INDEX
225
|
| any_adam_object | 1 |
| author2 | Yoshida, Jun-ichi 1954-2019 Patureau, Frédéric W. |
| author2_role | edt edt |
| author2_variant | j i y jiy f w p fw fwp |
| author_GND | (DE-588)136533817 (DE-588)1245018833 |
| author_facet | Yoshida, Jun-ichi 1954-2019 Patureau, Frédéric W. |
| building | Verbundindex |
| bvnumber | BV047651324 |
| classification_rvk | VK 5500 VK 5600 VE 6300 |
| ctrlnum | (OCoLC)1289788085 (DE-599)DNB1226563848 |
| discipline | Chemie / Pharmazie |
| format | Book |
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| genre | (DE-588)4143413-4 Aufsatzsammlung gnd-content |
| genre_facet | Aufsatzsammlung |
| id | DE-604.BV047651324 |
| illustrated | Illustrated |
| indexdate | 2024-12-24T09:02:39Z |
| institution | BVB |
| institution_GND | (DE-588)16179388-5 |
| isbn | 9783527344871 352734487X |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-033035378 |
| oclc_num | 1289788085 |
| open_access_boolean | |
| owner | DE-11 |
| owner_facet | DE-11 |
| physical | xiv, 231 Seiten Illustrationen, Diagramme |
| publishDate | 2022 |
| publishDateSearch | 2022 |
| publishDateSort | 2022 |
| publisher | WILEY-VCH |
| record_format | marc |
| spellingShingle | Organic redox chemistry chemical, photochemical and electrochemical syntheses Redoxreaktion (DE-588)4177303-2 gnd |
| subject_GND | (DE-588)4177303-2 (DE-588)4143413-4 |
| title | Organic redox chemistry chemical, photochemical and electrochemical syntheses |
| title_auth | Organic redox chemistry chemical, photochemical and electrochemical syntheses |
| title_exact_search | Organic redox chemistry chemical, photochemical and electrochemical syntheses |
| title_full | Organic redox chemistry chemical, photochemical and electrochemical syntheses edited by Jun-Ichi Yoshida, Frederic W. Patureau |
| title_fullStr | Organic redox chemistry chemical, photochemical and electrochemical syntheses edited by Jun-Ichi Yoshida, Frederic W. Patureau |
| title_full_unstemmed | Organic redox chemistry chemical, photochemical and electrochemical syntheses edited by Jun-Ichi Yoshida, Frederic W. Patureau |
| title_short | Organic redox chemistry |
| title_sort | organic redox chemistry chemical photochemical and electrochemical syntheses |
| title_sub | chemical, photochemical and electrochemical syntheses |
| topic | Redoxreaktion (DE-588)4177303-2 gnd |
| topic_facet | Redoxreaktion Aufsatzsammlung |
| url | http://www.wiley-vch.de/publish/dt/books/ISBN978-3-527-34487-1/ http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=033035378&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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