Topics in organic electrochemistry:
Gespeichert in:
| Format: | Buch |
|---|---|
| Sprache: | English |
| Veröffentlicht: |
New York u.a.
Plenum Pr.
1986
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | XIV, 296 S. |
| ISBN: | 0306420589 |
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| adam_text | TOPICS IN ORGANIC ELECTROCHEMISTRY EDITED BY ALBERT J. FRY WESLEYAN
UNIVERSITY MIDDLETOWN, CONNECTICUT AND WAYNE E. BRITTON THE UNIVERSITY
OF TEXAS AT DALLAS RICHARDSON, TEXAS PLENUM PRESS * NEW YORK AND LONDON
CONTENTS CHAPTER 1 THE ELECTROCHEMISTRY OF NONBENZENOID HYDROCARBONS
ALBERT J. FRY 1. INTRODUCTION 1 2. BENZENOID HYDROCARBONS 4 3. ANNULENES
7 3.1. [4] ANNULENE (CYCLOBUTADIENE) 8 3.2. [8] ANNULENE
(CYCLOOCTATETRAENE) 11 3.3. [10] ANNULENE 19 3.4. [12] ANNULENE 19 3.5.
[14] ANNULENE 20 3.6. [16] ANNULENE 22 3.7. LARGER ANNULENES 22 4.
HOMOAROMATICITY 23 5. FUSED-RING HYDROCARBONS 25 5.1. PENTALENE 27 5.2.
HEPTALENE 28 5.3. OCTALENE 28 5.4. AZULENE 29 REFERENCES 32 CHAPTER 2
ELECTROCHEMICAL APPLICATIONS IN ORGANIC CHEMISTRY VERNON D. PARKER 1.
INTRODUCTION 35 IX X CONTENTS 2. CHEMICAL REACTIONS COUPLED TO CHARGE
TRANSFER 37 2.1. EQUILIBRIUM PROCESSES 37 2.2. KINETIC PROCESSES 41 3.
DIRECT ELECTROCHEMICAL METHODS 42 3.1. CYCLIC AND DERIVATIVE CYCLIC
VOLTAMMETRY 42 3.2. DOUBLE POTENTIAL STEP CHRONOAMPEROMETRY 47 3.3.
OTHER TECHNIQUES .* 49 4. INDIRECT ELECTROCHEMICAL METHODS 50 4.1.
LINEAR SWEEP VOLTAMMETRY (LSV) 51 4.2. CONVOLUTION POTENTIAL SWEEP
VOLTAMMETRY (CPSV) 53 4.3. NORMALIZED POTENTIAL SWEEP VOLTAMMETRY (NPSV)
54 4.4. LINEAR CURRENT-POTENTIAL ANALYSIS (LCP) 55 5. THE REACTION
ORDER APPROACH 56 5.1. APPLIED TO DIRECT METHODS 57 5.2. APPLIED TO
LINEAR SWEEP VOLTAMMETRY 61 5.3. DETERMINATION OF ACTIVATION ENERGIES 62
5.4. DETERMINATION OF KINETIC ISOTOPE EFFECTS 63 6. PUTTING IT ALL
TOGETHER, PRACTICAL EXAMPLES 63 6.1. REACTIONS OF 9-DIAZOFLUORENE ANION
RADICAL 63 6.2. REACTIONS OF 4-METHOXYBIPHENOL CATION RADICAL 66 6.3.
THE ANION RADICAL-PROTON DONOR COMPLEX REACTIONS 68 6.4. DIMERIZATION OF
9-SUBSTITUTED ANTHRACENE ANION RADICALS 69 6.5. DIMERIZATION OF
BENZALDEHYDE ANION RADICAL 72 6.6. THE PROTONATION OF ANTHRACENE ANION
RADICAL BY PHENOL 74 7. CONCLUDING REMARKS 76 GLOSSARY OF TERMS 76
REFERENCES 76 CHAPTER 3 THE ELECTROCHEMISTRY OF TRANSITION METAL
ORGANOMETALLIC COMPOUNDS JOHN C. KOTZ 1. ELECTROCHEMISTRY OF THE
METALLOCENES, (^-CSHS^MX,, 83 1.1. THE SIMPLE METALLOCENES, (77 5 -C 5 H
5 ) 2 M 84 1.2. DECAMETHYLMETALLOCENES, (I7 5 -C 5 ME 5 ) 2 M 87 1.3.
GENERAL CONCLUSIONS REGARDING METALLOCENE ELECTRO- CHEMISTRY 88 1.4.
BENT METALLOCENES, (T7 5 -C 5 H 5 ) 2 MX N 90 1.5. SUBSTITUENT EFFECTS
IN METALLOCENE DERIVATIVES 95 1.6. ORGANOMETALLIC MIXED VALENCE
COMPOUNDS: THE ELECTRO- CHEMISTRY OF MULTI-METAL COMPOUNDS 100 CONTENTS
XI 2. OTHER SANDWICH COMPOUNDS OF PI DONOR LIGANDS 109 2.1.
SYMMETRICAL BIS-ARENE COMPLEXES: (ARENE) 2 M 109 2.2. (TI 6 -ARENE)(TI 5
-C 5 H 5 )M COMPLEXES 111 2.3. (TI 5 -CYCLOPENTADIENYL)(01EFIN) METAL
COMPLEXES 113 2.4. COMPLEXES OF METALS WITH HETEROCYCLIC RINGS 114 2.5.
OTHER SANDWICH COMPOUNDS 116 3. THE BINARY METAL CARBONYLS 117 4. METAL
CARBONYL DERIVATIVES 121 4.1. METAL CARBONYLS WITH SIGMA DONOR LIGANDS
M(CO) X L Y 121 4.2. COMPOUNDS WITH PI DONOR SUBSTITUENTS 130 4.2.1.
COMPOUNDS WITH OLEFIN AND ALLYL LIGANDS 130 4.2.2. CYCLOPENTADIENYL
METAL CARBONYLS AND RELATED COMPOUNDS 132 4.2.2A. MONOMERIC COMPLEXES
132 4.2.2B. DIMERIC COMPLEXES 135 4.2.3. ARENE METAL CARBONYLS 139
4.2.4. OTHER PI DONOR LIGANDS 141 5. ELECTROCHEMICALLY INDUCED REACTIONS
142 5.1. ELECTROCHEMICALLY INDUCED STRUCTURAL CHANGES 142 5.1.1.
ISOMERIZATION OF SIX-COORDINATE COMPLEXES 143 5.1.2. ISOMERIZATION OF A
PI DONOR LIGAND 144 5.2. REDOX-INDUCED LIGAND SUBSTITUTION 147 5.2.1.
SUBSTITUTION OF NEUTRAL SIGMA DONOR LIGANDS ... 148 5.2.1A. ANODICALLY
INDUCED SUBSTITUTIONS 148 5.2.1B. CATHODICALLY INDUCED SUBSTITUTIONS 149
5.2.2. SUBSTITUTION OF ANIONIC SIGMA DONOR LIGANDS: M-R AND MX BOND
BREAKING 150 5.3. REACTIONS AT COORDINATED LIGANDS 160 5.4. THE
FORMATION OF METAL-CARBON BONDS 164 6. CONCLUDING REMARKS 166 REFERENCES
167 CHAPTER 4 ORGANIC PHOTOELECTROCHEMISTRY MARYE ANNE FOX 1.
INTRODUCTION 177 1.1. THE PHOTOELECTROCHEMICAL CELL 177 1.2. ELECTRON
TRANSFER IN THE EXCITED STATE 178 1.3. THE PHOTOELECTROCHEMICAL
EXPERIMENT 179 XII CONTENTS 1.3.1. IRRADIATED METAL ELECTRODES 180
1.3.2. IRRADIATED SEMICONDUCTOR ELECTRODES 180 1.3.3. DYE SENSITIZATION
183 1.4. PHOTOELECTROCHEMICAL REDOX REACTIVITY 184 2. PRINCIPLES OF
PHOTOELECTROCHEMISTRY 185 2.1. ELECTRON-HOLE PAIR FORMATION 185 2.2.
BAND BENDING 186 2.3. ELECTRODE STABILITY 188 2.4. POWDERS 189 2.5.
MICROPARTICULATE SYSTEMS 190 3. TYPES OF PHOTOASSISTED REDOX REACTIONS
191 3.1. PHOTOSENSITIVE SEMICONDUCTOR ELECTRODES 191 3.1.1. PHOTOVOLTAIC
LIQUID JUNCTIONS 191 3.1.2. PHOTOELECTROCATALYTIC CELLS 192 3.1.3.
PHOTOELECTROSYNTHETIC CELLS 193 3.2. DYE SENSITIZATION 194 4. ORGANIC
PHOTOELECTROCHEMICAL REACTIONS 196 4.1. ELECTROCHEMICAL EFFECTS AT SOLID
ELECTRODES 200 4.1.1. CURRENT-POTENTIAL CURVES 201 4.1.2. EFFECT OF
SOLVENT AND ELECTROLYTE 202 4.1.3. PRODUCT ANALYSIS 203 4.1.4. CURRENT
DOUBLING 203 4.2. INDIRECT REDOX CATALYSIS 204 4.2.1. METAL ION
CATALYSIS 205 4.2.2. GENERATION OF REACTIVE INORGANIC REAGENTS 205 4.3.
DIRECT OXIDATIVE FUNCTIONAL GROUP TRANSFORMATIONS 206 4.3.1. OXIDATIVE
CLEAVAGES 206 4.3.1A. DECARBOXYLATIONS (PHOTO-KOLBE REAC- TIONS) 206
4.3.1B. OLEFIN OXIDATIONS 208 4.3.1C. ALKANE OXIDATIONS 214 4.3.ID.
ARENE OXIDATIONS 214 4.3.1E. AMINE OXIDATIONS 217 4.3.LF. ALCOHOL
OXIDATIONS 218 4.3.1G. OTHER OXIDATIVE TRANSFORMATIONS 219 4.3.2.
NONOXIDATIVE TRANSFORMATIONS 220 5. CONCLUSIONS 221 REFERENCES 222
CONTENTS XIII CHAPTER 5 STRUCTURAL EFFECTS IN ORGANIC ELECTROCHEMISTRY
WAYNE E. BRITTON 1. ELECTROCHEMISTRY OF CYCLOOCTATETRAENE 227 1.1.
INTRODUCTION 227 1.2. CYCLOOCTATETRAENE STRUCTURE 228 1.3. STRUCTURE OF
CYCLOOCTATETRAENE ANION RADICAL 228 1.4. ELECTRON TRANSFER KINETICS AND
THE STRUCTURE OF THE TRANSI- TION STATE 229 1.4.1. FAST ELECTRON
TRANSFER TO CYCLOOCTATETRAENE 231 1.4.2. WHAT DOES THE ELECTRON TRANSFER
RATE MEAN?... 233 1.5. THE ELECTROCHEMICAL REDUCTION OF FIAT
CYCLOOCTATETRAENES 236 1.6. CONCLUSIONS 238 2. ELECTROCHEMISTRY OF
UNUSUAL DOUBLE BONDS 238 2.1. INTRODUCTION 238 2.2. ACTIVATED OLEFINS
239 2.3. TETRAPHENYLETHYLENE (TPE) 239 2.4. BIANTHRONES AND RELATED
COMPOUNDS 241 2.4.1. THE A/B EQUILIBRIUM CONSTANT IN L,L -DIMETHYL-
BIANTHRONE 243 2.4.2. ACTIVATION ENERGY FOR B TO A CONVERSION IN
LUCIGENIN 244 2.4.3. COMPARISON OF A/B EQUILIBRIA FOR THE NEUTRAL AND
CHARGED FORMS 244 3. THE ELECTROCHEMISTRY OF VICINAL DIHALIDES 246 3.1.
INTRODUCTION 246 3.2. DEPENDENCE OF REDUCTION POTENTIAL UPON DIHEDRAL
ANGLE 247 3.3. STEREOCHEMISTRY OF REDUCTION OF VICINAL DIBROMIDES....
247 3.4. ELECTROCHEMICAL MEASUREMENT OF CONFORMATIONAL EQUILI- BRIA IN
VICINAL DIBROMIDES 249 3.5. THE REASON FOR THE DEPENDENCE OF REDUCTION
POTENTIAL UPON DIHEDRAL ANGLE 250 REFERENCES 251 CHAPTER 6 MODIFIED
ELECTRODES MASAMICHI FUJIHIRA 1. INTRODUCTION 255 2. MODIFICATION OF THE
ELECTRODE PHASE (REGION I) 259 XIV CONTENTS 3. MODIFICATION OF REGIONS
II AND III 260 3.1. CHARGE TRANSFER CATALYSIS 261 3.2. AD-ATOM MODIFIED
ELECTRODES BY UNDER-POTENTIAL DEPOSI- TION 264 3.3. ASYMMETRIE AND OTHER
SELECTIVE ELECTROSYNTHESES 265 3.4. MODIFICATION OF THE ELECTRICAL
DOUBLE LAYER (REGIONS II AND III) 266 3.5. DYE SENSITIZATION,
PHOTOELECTROCATALYSIS, AND ELECTROGEN- ERATED CHEMILUMINESCENCE BY
SURFACE-BOUND MOLECULES 270 4. MODIFICATION OF THE REACTION LAYER AND
THE DIFFUSION LAYER (REGION IV) 273 4.1. CHARGE TRANSFER CATALYSIS ON
POLYMER-MODIFIED ELECTRODES 273 4.2. CHARGE TRANSFER RATE OF REDOX
CATALYST AND MASS-TRANSFER RATE OF SUBSTRATE IN THE FILM AND APPLICATION
OF THE MASS-TRANSFER-CONTROLLED MODIFIED ELECTRODE 276 5. MODIFICATION
OF THE SOLUTION PHASE (REGIONS II + III + IV + V) 278 6. MODIFIED
ELECTRODES FOR ORGANIC ELECTROCHEMISTRY 280 6.1. MODIFIED ELECTRODES FOR
STEREOSELECTIVITY 280 6.1.1. CHIRAL SOLVENT 280 6.1.2. CHIRAL-SUPPORTING
ELECTROLYTE 281 6.1.3. SURFACE ACTIVE CHIRAL COMPOUNDS 282 6.1.4.
MONOLAYER MODIFIED CHIRAL ELECTRODE 283 6.1.5. POLYMER MODIFIED CHIRAL
ELECTRODE 285 6.2. MODIFIED ELECTRODE FOR SELECTIVITY IN THE CHOICE OF
SUB- STRATES 285 6.3. MODIFIED ELECTRODE FOR SELECTIVITY IN THE TYPE OF
CHEMICAL REACTION 287 6.4. MODIFIED ELECTRODES FOR REGIOSELECTIVITY 287
REFERENCES 288 INDEX 295
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| spelling | Topics in organic electrochemistry ed. by Albert J. Fry ... New York u.a. Plenum Pr. 1986 XIV, 296 S. txt rdacontent n rdamedia nc rdacarrier Elektroorganische Synthese (DE-588)4151944-9 gnd rswk-swf Elektrochemie (DE-588)4014241-3 gnd rswk-swf Organische Verbindungen (DE-588)4043816-8 gnd rswk-swf Fotoelektrochemie (DE-588)4174489-5 gnd rswk-swf (DE-588)4143413-4 Aufsatzsammlung gnd-content Elektrochemie (DE-588)4014241-3 s Organische Verbindungen (DE-588)4043816-8 s DE-604 Elektroorganische Synthese (DE-588)4151944-9 s Fotoelektrochemie (DE-588)4174489-5 s Fry, Albert J. Sonstige oth GBV Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=000251235&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Topics in organic electrochemistry Elektroorganische Synthese (DE-588)4151944-9 gnd Elektrochemie (DE-588)4014241-3 gnd Organische Verbindungen (DE-588)4043816-8 gnd Fotoelektrochemie (DE-588)4174489-5 gnd |
| subject_GND | (DE-588)4151944-9 (DE-588)4014241-3 (DE-588)4043816-8 (DE-588)4174489-5 (DE-588)4143413-4 |
| title | Topics in organic electrochemistry |
| title_auth | Topics in organic electrochemistry |
| title_exact_search | Topics in organic electrochemistry |
| title_full | Topics in organic electrochemistry ed. by Albert J. Fry ... |
| title_fullStr | Topics in organic electrochemistry ed. by Albert J. Fry ... |
| title_full_unstemmed | Topics in organic electrochemistry ed. by Albert J. Fry ... |
| title_short | Topics in organic electrochemistry |
| title_sort | topics in organic electrochemistry |
| topic | Elektroorganische Synthese (DE-588)4151944-9 gnd Elektrochemie (DE-588)4014241-3 gnd Organische Verbindungen (DE-588)4043816-8 gnd Fotoelektrochemie (DE-588)4174489-5 gnd |
| topic_facet | Elektroorganische Synthese Elektrochemie Organische Verbindungen Fotoelektrochemie Aufsatzsammlung |
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