Photochemistry of organic compounds: from concepts to practice
Gespeichert in:
| Hauptverfasser: | , |
|---|---|
| Format: | Buch |
| Sprache: | English |
| Veröffentlicht: |
Chichester
Wiley
2009
|
| Ausgabe: | 1. publ. |
| Schriftenreihe: | Postgraduate chemistry series
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | Hier auch später erschienene, unveränderte Nachdrucke |
| Beschreibung: | XVIII, 563 S. Ill., graph. Darst. |
| ISBN: | 9781405190886 9781405161732 |
Internformat
MARC
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| 100 | 1 | |a Klán, Petr |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Photochemistry of organic compounds |b from concepts to practice |c Petr Klán ; Jakob Wirz |
| 250 | |a 1. publ. | ||
| 264 | 1 | |a Chichester |b Wiley |c 2009 | |
| 300 | |a XVIII, 563 S. |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 490 | 0 | |a Postgraduate chemistry series | |
| 500 | |a Hier auch später erschienene, unveränderte Nachdrucke | ||
| 650 | 4 | |a Organic photochemistry | |
| 650 | 4 | |a Organic compounds |x Synthesis | |
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Datensatz im Suchindex
| _version_ | 1804138625589313536 |
|---|---|
| adam_text | Contents
Special
topics
xi
Case studies
xiii
Foreword
xv
Preface
xvii
1
Introduction
1
1.1
Who s afraid of photochemistry?
1
1.2
Electromagnetic radiation
8
1.3
Perception of colour
11
1.4
Electronic states: elements of molecular quantum mechanics
13
1.5
Problems
23
2
A crash course in photophysics and a classification of primary
photoreactions
25
2.1
Photophysical processes
25
2.1.1
State diagrams
25
2.1.2
Beer-Lambert law
29
2.1.3
Calculation of fluorescence rate constants from
absorption spectra
30
2.1.4 Dipole
and transition moments, selection rules
32
2.1.5
Rate constants of internal conversion; the energy gap law
35
2.1.6
Rate constants of intersystem crossing, El Sayed rules
38
2.1.7
Quantum yield: definition
39
2.1.8
Kasha and
Vavilov
rules
40
2.1.9
Franck-Condon principle
41
2.2
Energy transfer, quenching and sensitization
44
2.2.1
Diffusion-controlled reactions in solution, spin statistics
44
2.2.2
Energy transfer
47
2.2.3
Excimers and exciplexes
60
2.2.4
Delayed fluorescence
63
2.2.5
Dioxygen
64
2.3
A classification of photochemical reaction pathways
67
2.4
Problems
71
viii Contents
3
Techniques
and methods
73
3.1
Light sources, filters and detectors
73
3.2
Preparative irradiation
82
3.3
Absorption spectra
85
3.4
Steady-state emission spectra and their correction
87
3.5
Time-resolved luminescence
91
3.6
Absorption and emission spectroscopy with polarized light
92
3.7
Rash photolysis
94
3.7.1
Kinetic flash photolysis
95
3.7.2
Spectrographic detection systems
97
3.7.3
Pump-probe spectroscopy
98
3.7.4
Analysis of kinetic data
99
3.7.5
Global analysis of transient optical spectra
102
3.8
Time-resolved
IR
and Raman spectroscopy
109
3.9
Quantum yields
110
3.9.1
Differential quantum yield
110
3.9.2
Actinometry
112
3.9.3
Spectrophotometric determination of the reaction progress
114
3.9.4
Reversible photoreactions
117
3.9.5
Luminescence quantum yields
118
3.9.6
Polychromatic actinometry and heterogeneous systems
119
3.9.7
Relating quantum yields to rate constants
119
3.9.8 Stern-Volmer
analysis
121
3.9.9
Quantum yields of triplet formation
127
3.9.10
Experimental arrangements for quantum yield measurements
128
3.10
Low-temperature studies; matrix isolation
130
3.11
Photoacoustic calorimetry
131
3.12
Two-photon absorption spectroscopy
133
3.13
Single-molecule spectroscopy
133
3.14
Problems
134
4
Quantum mechanical models of electronic excitation
and photochemical reactivity
137
4.1
Boiling down the
Schrödinger
equation
137
4.2
Hiickel molecular orbital theory
140
4.3
HMO perturbation theory
144
4.4
Symmetry considerations
148
4.5
Simple quantum chemical models of electronic excitation
151
4.6
Pairing theorems and Dewar s PMO theory
156
4.7
The need for improvement; SCF,
CI
and DFT calculations
159
4.8
Spin-orbit coupling
172
4.9
Theoretical models of photoreactivity, correlation diagrams
173
4.10
Problems
179
4.11
Appendix
180
4.11.1
First-order perturbation
180
4.11.2
Second-order perturbation
180
Contents ix
5 Photochemical
reaction mechanisms and reaction intermediates
183
5.1
What is a reaction mechanism?
183
5.2
Electron transfer
184
5.3
Proton transfer
192
5.4
Primary photochemical intermediates: examples and concepts
198
5.4.1
Carbenes
198
5.4.2
Nitrenes
201
5.4.3
Radicals and radical ions
204
5.4.4
Biradicals
206
5.4.5
Carbocations and carbanions
217
5.4.6
Enols
218
5.5
Photoisomerization of double bonds
221
5.6
Chemiluminescence and
bioluminescence
223
5.7
Problems
225
6
Chemistry of excited molecules
227
6.1
Alkenes and alkynes
227
6.1.1
Alkenes: E-Z isomerization
229
6.1.2
Alkenes: electrocyclic and sigmatropic photorearrangement
241
6.1.3
Alkenes: di-H-methane rearrangement
247
6.1.4
Alkenes and alkynes: photoinduced nucleophile, proton
and electron addition
251
6.1.5
Alkenes and alkynes: photocycloaddition reaction
256
6.1.6
α,β
-Unsaturated
ketones (enones): photocycloaddition
and photorearrangement
267
6.1.7
Problems
273
6.2
Aromatic compounds
274
6.2.1
Aromatic hydrocarbons and heterocycles: photorearrangement
and
phototransposition
276
6.2.2
Aromatic hydrocarbons and heterocycles: photocycloaddition
279
6.2.3
Substituted benzenes:
photosubstitution
287
6.2.4
Problems
292
6.3
Oxygen compounds
293
6.3.1
Carbonyl compounds: photoreduction
296
6.3.2
Carbonyl compounds: oxetane formation
(Paterno-Biichi reaction)
300
6.3.3
Carbonyl compounds: Norrish type I reaction
305
6.3.4
Carbonyl compounds: Norrish type II elimination
310
6.3.5
Carbonyl compounds: photocyclization following
n, -hydrogen abstraction
316
6.3.6
Carbonyl compounds: photoenolization
323
6.3.7
Quiñones:
addition and hydrogen/electron transfer reaction
327
6.3.8
Carboxylic acids and their esters:
photofragmentation
and rearrangement
331
6.3.9
Transition metal carbonyl complexes: photodecarbonylation
337
6.3.10
Problems
338
x
Contents
6.4
Nitrogen
compounds
340
6.4.1
Azo
compounds,
imines and oximes:
E-Z
photoisomerization
343
6.4.2
Azo
compounds, azirines, diazirines, diazo compounds, diazonium
salts, azides, N-oxides, nitrite esters and heteroaromatic
compounds:
photofragmentation
and photorearrangement
351
6.4.3
Nitro
compounds:
photofragmentation
and photoreduction
362
6.4.4
Amines, aromatic nitriles, metalloorganic complexes:
photoinduced electron/charge transfer
369
6.4.5
Problems
380
6.5
Sulfur compounds
381
6.5.1
Thiocarbonyl compounds: hydrogen abstraction
and
cycloaddition
383
6.5.2
Sulfones, sulfonates and sulfoxides:
photofragmentation
386
6.5.3
Problems
389
6.6
Halogen compounds
390
6.6.1
Halogen compounds: photohalogenation
390
6.6.2
Organic halogen compounds:
photofragmentation,
photoreduction and nucleophilic
photosubstitution
395
6.6.3
Problems
403
6.7
Molecular oxygen
404
6.7.1
Molecular oxygen: ground state and excited state
405
6.7.2
Singlet oxygen:
[2 + 2]
and
[4 + 2]
photooxygenation
and related photoreactions
412
6.7.3
Singlet oxygen:
ene
reaction
419
6.7.4
Problems
422
6.8
Photosensitizers, photoinitiators and photocatalysts
423
6.8.1
Organic photosensitizers, photocatalysts and photoinitiators
424
6.8.2
Transition metal photocatalysts
440
6.8.3
Problems
452
7
Retrosynthetic photochemistry
455
8
Information sources, tables
467
References
471
Index
549
|
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| author | Klán, Petr Wirz, Jakob |
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| dewey-sort | 3572 3435 |
| dewey-tens | 570 - Biology |
| discipline | Chemie / Pharmazie Biologie Chemie |
| edition | 1. publ. |
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| indexdate | 2024-07-09T21:31:10Z |
| institution | BVB |
| isbn | 9781405190886 9781405161732 |
| language | English |
| lccn | 2008044442 |
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| spelling | Klán, Petr Verfasser aut Photochemistry of organic compounds from concepts to practice Petr Klán ; Jakob Wirz 1. publ. Chichester Wiley 2009 XVIII, 563 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Postgraduate chemistry series Hier auch später erschienene, unveränderte Nachdrucke Organic photochemistry Organic compounds Synthesis Fotochemie (DE-588)4045873-8 gnd rswk-swf Organische Verbindungen (DE-588)4043816-8 gnd rswk-swf 1\p (DE-588)4113937-9 Hochschulschrift gnd-content Fotochemie (DE-588)4045873-8 s Organische Verbindungen (DE-588)4043816-8 s DE-604 Wirz, Jakob Verfasser aut Digitalisierung UB Bayreuth application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017122924&sequence=000004&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis 1\p cgwrk 20201028 DE-101 https://d-nb.info/provenance/plan#cgwrk |
| spellingShingle | Klán, Petr Wirz, Jakob Photochemistry of organic compounds from concepts to practice Organic photochemistry Organic compounds Synthesis Fotochemie (DE-588)4045873-8 gnd Organische Verbindungen (DE-588)4043816-8 gnd |
| subject_GND | (DE-588)4045873-8 (DE-588)4043816-8 (DE-588)4113937-9 |
| title | Photochemistry of organic compounds from concepts to practice |
| title_auth | Photochemistry of organic compounds from concepts to practice |
| title_exact_search | Photochemistry of organic compounds from concepts to practice |
| title_full | Photochemistry of organic compounds from concepts to practice Petr Klán ; Jakob Wirz |
| title_fullStr | Photochemistry of organic compounds from concepts to practice Petr Klán ; Jakob Wirz |
| title_full_unstemmed | Photochemistry of organic compounds from concepts to practice Petr Klán ; Jakob Wirz |
| title_short | Photochemistry of organic compounds |
| title_sort | photochemistry of organic compounds from concepts to practice |
| title_sub | from concepts to practice |
| topic | Organic photochemistry Organic compounds Synthesis Fotochemie (DE-588)4045873-8 gnd Organische Verbindungen (DE-588)4043816-8 gnd |
| topic_facet | Organic photochemistry Organic compounds Synthesis Fotochemie Organische Verbindungen Hochschulschrift |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=017122924&sequence=000004&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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