Synthetic Organic Photochemistry - nuovo libro

EAN (ISBN-13): 9781461326816
Anno di pubblicazione: 2013
Editore: Springer US

Libro nella banca dati dal 2016-09-16T14:42:23+02:00 (Zurich)
Pagina di dettaglio ultima modifica in 2022-04-01T18:46:23+02:00 (Zurich)
ISBN/EAN: 9781461326816

ISBN - Stili di scrittura alternativi:
978-1-4613-2681-6
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Titolo del libro: synthetic organic photochemistry

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Dati dell'editore

Autore: W.M. Horspool
Titolo: Synthetic Organic Photochemistry
Editore: Springer; Springer US
534 Pagine
Anno di pubblicazione: 2013-11-11
New York; NY; US
Lingua: Inglese
309,23 € (DE)
317,90 € (AT)
354,00 CHF (CH)
Available
XVIII, 534 p. 6 illus.

EA; E107; eBook; Nonbooks, PBS / Chemie/Organische Chemie; Organische Chemie; Verstehen; Cycloaddition; Rearrangement; carbon; carbon dioxide; organic chemistry; organic synthesis; oxygen; synthesis; C; Organic Chemistry; Organic Chemistry; Chemistry and Materials Science; BB

1. Photoaddition and Photocyclization Processes of Aromatic Compounds.- 1. Introduction.- 2. Intermolecular Reactions.- 2.1. Arenes and Ethenes.- 2.2. Arenes and Acetylenes.- 2.3. Arenes and 1,3-Dienes.- 2.4. Acyclic Additions to Arenes and Reduction Processes.- 2.5. Arene Photodimerizations.- 3. Intramolecular Cyclization Processes.- 3.1. Arene-Ethene and Arene-Ethyne Systems.- 3.1.1. Hydrocarbon Systems.- 3.1.2. Aryl Enones.- 3.1.3. Aryl Ethenyl Ethers, Thioethers, and N- Aryl Enamines.- 3.1.4. Cyclizations of N-Arylanilides and N-Benzoylenamines.- 3.2. Aryl Butadiene and Butenyne Systems.- 3.3. Intramolecular Photocoupling of Arenes.- 3.3.1. Stilbene-Phenanthrene-Type Cyclizations.- 3.3.2. Photocoupling of Arenes with Intervening Units Other Than Ethylene.- 3.3.3. Coupling of Arenes as a Result of Halogen Acid Photoelimination.- 3.4. Photocyclizations of o-Substituted Arenes.- References.- 2. Enone Photochemical Cycloaddition in Organic Synthesis.- 1. Introduction.- 2. The Reaction Mechanism.- 3. Regiochemistry of Enone Cycloaddition.- 4. Stereochemistry of Enone Cycloaddition.- 5. Intramolecular Enone Cycloadditions.- 6. The de Mayo Reaction.- 6.1. Cyclic Diketones.- 6.2. Acyclic 1,3-Diketones.- 6.3. Intramolecular Additions of Enolized Diketones.- 7. Intermolecular Enone Cycloaddition.- 8. Photochemical Cycloaddition between Enones and Allenes.- References.- 3. Synthetic Aspects of Photochemical Electron Transfer Reactions.- 1. Introduction.- 1.1. Synthetic Applications of Photochemical Reactions.- 1.2. Electron Transfer in Excited-State Chemistry.- 1.2.1. Exciplex Formation and Decay.- 1.2.2. Electron Transfer Efficiencies and Rates.- 1.3. Chemical Consequence of Electron Transfer.- 1.3.1. General Survey and Predictions.- 1.3.2. Overview of Coverage.- 2. Reaction Pathways Followed in Electron Transfer Photochemistry.- 2.1. Alkenes and Strained Ring Hydrocarbons.- 2.1.1. Alkenes as Electron Acceptors and Donors.- 2.1.2. Cyclopropene Electron Transfer Photochemistry.- 2.1.3. Cyclopropanes and Other Strained Ring Systems as Electron Donors.- 2.2. Amines.- 2.2.1. General Considerations.- 2.2.2. Amine-Olefin Electron Transfer Photochemistry.- 2.2.3. Amine-Ketone Electron Transfer Photochemistry.- 2.3. Ketones.- 2.3.1. General Considerations.- 2.3.2. Ketone Electron Transfer Photochemistry.- 2.3.3. Quinone Electron Transfer Photochemistry.- 2.4. Electron Transfer Photooxygenations.- 2.4.1. General Considerations.- 2.4.2. Class 1 Photooxygenations.- 2.4.3. Class 2 Photooxygenations.- 2.4.4. Class 3 Photooxygenations.- 2.5. Aromatic Systems.- 2.5.1. Aromatic Photosubstitution Reactions.- 2.5.2. Photobenzylations by Electron Transfer Mechanisms.- 2.5.3. Birch and Related Photoreductions of Aromatic Compounds.- 2.6. Electron Transfer Photochemistry of Nitrogen Heteroaromatic Salts and Related Systems.- 2.6.1. General Considerations.- 2.6.2. Electron Transfer Photochemistry of Pyridinium and Related Salts.- 2.6.3. Iminium Salt Photochemistry.- 2.7. Other Electron Transfer Initiated Photoreactions.- 2.7.1. Olefin Cycloadditions and Retro Processes.- 2.7.2. Phthalimide Photochemistry.- 2.7.3. Photodecarboxylations.- 2.7.4. Metal Catalyzed Photoreactions.- References.- 4. Phthalimide and Its Derivatives.- 1. Introduction.- 2. Hydrogen Abstraction.- 2.1. Photoreduction and Photoaddition.- 2.2. Intramolecular Photocyclization.- 3. Reaction with Alkenes.- 3.1. Ring Expansion.- 3.2. Solvent Incorporation.- 3.3. Intramolecular Reaction.- 4. Cleavage Reactions.- 4.1. ?-Cleavage.- 4.2. ?-Cleavage.- 5. Spectra and Excited States.- 6. Summary.- References.- 5. Photochemical Addition Reactions in the Benzo(b)Thiophene, Benzo(b)Furan, and Indole Series.- 1. Introduction.- 1.1. Absorption and Emission Characteristics.- 2. Photochemistry.- 2.1. Oxetan Formation.- 2.2. Dimerization.- 2.3. Photochemical Reactions with Acetylene Esters.- 3. Benzo(b)thiophene.- 4. Indoles.- 5. Benzo(b)thiophenes.- 6. Benzo(b)furans.- 7. Thermal Reactions of the 2-Hetero-bicyclo(3.2.0)heptadienes.- 8. 1,3-Dimethylindole.- 9. Photocycloadditions of Benzo(b)thiophene to Alkenes.- References.- 6. Azirine Photolysis and Cycloaddition Reactions.- 1. Introduction.- 1.1. UV Spectra of Arylazirines.- 1.1.1. Evidence for Nitrile Ylide Formation.- 2. Cycloaddition Reactions.- 2.1. Addition with Electron-Deficient Olefins.- 2.1.1. Mechanism of Cycloaddition to Olefines.- 2.2. Addition to Aldehydes and Ketones.- 2.3. Addition to Esters.- 2.4. Additions to Acid Chloride and Anhydrides.- 2.5. Additions to Carbon Dioxide and Carbon Disulfide.- 2.6. Additions to Ketenes, Carbodiimides, Isocyanates, and Isothiocyanates.- 3. Photodimerization of Azirines.- 4. Intramolecular Cycloaddition Reactions.- 4.1. Rearrangement of 2-Vinylazirines.- 4.2. Rearrangements of Isoxazoles and Oxazoles.- 5. Mechanisms for Cycloaddition Reactions of Nitrile Ylides.- 5.1. The 1,1-Cycloaddition Process.- 5.2. Summary of 1,1-Cycloaddition Mode.- 5.3. Other Examples of 1,1-Cycloaddition.- 5.4. 1,1- and 1,3-Cycloaddition in Competition.- 6. Fragmentation Reactions.- 6.1. Competitive Involvement of Ylide Formation.- 7. Group Migration Reactions.- References.- 7. Photoremovable Protecting Groups.- 1. Introduction.- 2. Alcohols.- 2.1. Sulfonic Acid Esters.- 2.2. o-Nitrobenzyl Ethers.- 2.3. Nitrates, Nitrites, Dimelhylthiocarbamates, and Aryl Azides.- 3. Diols.- 4. Phenols.- 5. Aldehydes and Ketones.- 6. Carboxylic Acids and Amides.- 6.1. o-Nitrobenzyl Esters.- 6.2. o-Nitrophenylamino Derivatives.- 6.3. Phenacyl Esters.- 6.4. 2,4-Dinitrophenylthio Esters, Benzoin Esters, and Aryl Azides.- 7. Amines.- 7.1. Benzyloxycarbonyl Compounds.- 7.2. Sulfonamides.- 7.3. Formamides, N-Oxides, and 4,5-Diaryl-4-oxazoline-2-ones.- 8. Phosphates.- 9. Conclusion.- References.- 8. Photochemical Synthesis of Oxetans.- 1. Introduction.- 2. Reaction Mechanism.- 2.1. Carbonyl Excited States.- 2.2. Triplet Energies.- 2.3. Competing Reactions.- 2.4. Hydrogen Abstraction.- 3. Alkene Addends.- 3.1. Simply Substituted Alkenes.- 3.2. Dienes and Trienes.- 3.3. Allenes and Ketenimines.- 3.4. Electron-Deficient Alkenes.- 3.5. Vinyl Ethers.- 3.6. Heteroaromatics.- 4. Carbonyl Addends.- 4.1. ?-Dicarbonyls.- 4.2. Quinones.- 4.3. Miscellaneous Carbonyls.- 4.4. Enones and Ynones.- 5. Intramolecular Cycloadditions.- 6. Chemical Reactions of Oxetans.- References.- 9. Equipment and Techniques.- 1. Mercury Vapor Lamps.- 2. Lamps in Conjunction with Filters.- 3. Photochemical Apparatus.- 4. Actinometry.- 4.1. Solution Phase Systems.- 4.2. Electronic Actinometers.- 5. Purity of Solvents and Gases.- References.