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Photochemistry of Organic Compounds: From Concepts to Practice

ISBN: 978-1-4051-6173-2
582 pages
March 2009, Wiley-Blackwell
Photochemistry of Organic Compounds: From Concepts to Practice (1405161736) cover image
Photochemistry of Organic Compounds: From Concepts to Practice provides a hands-on guide demonstrating the underlying principles of photochemistry and, by reference to a range of organic reaction types, its effective use in the synthesis of new organic compounds and in various applications.

The book presents a complete and methodical approach to the topic,

  • Working from basic principles, discussing key techniques and studies of reactive intermediates, and illustrating synthetic photochemical procedures.
  • Incorporating special topics and case studies covering various applications of photochemistry in chemistry, environmental sciences, biochemistry, physics, medicine, and industry.
  • Providing extensive references to the original literature and to review articles.
  • Concluding with a chapter on retrosynthetic photochemistry, listing key reactions to aid the reader in designing their own synthetic pathways. 

This book will be a valuable source of information and inspiration for postgraduates as well as professionals from a wide range of chemical and natural sciences.

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1. Introduction.

1.1 Who’s Afraid Of Photochemistry?

1.2 Electromagnetic Radiation.

1.3 Perception Of Colour.

1.4 Electronic States: Elements Of Molecular Quantum Mechanics.

1.5 Problems.

2. A Crash Course In Photophysics And A Classification Of Primary Photoreactions.

2.1 Photophysical Processes.

2.2 Energy Transfer, Quenching and Sensitization.

2.3 A Classification of Photochemical Reaction Pathways.

2.4 Problems.

3. Techniques And Methods.

3.1 Light Sources, Filters, and Detectors.

3.2 Preparative Irradiation.

3.3 Absorption Spectra.

3.4 Steady-State Emission Spectra and Their Correction.

3.5 Time-Resolved Luminescence.

3.6 Absorption And Emission Spectroscopy With Polarized Light.

3.7 Flash Photolysis.

3.8 Time-Resolved IR and Raman Spectroscopy.

3.9 Quantum Yields.

3.10 Low-Temperature Studies; Matrix Isolation.

3.11 Photoacoustic Calorimetry.

3.12 Two-Photon Absorption Spectroscopy.

3.13 Single-Molecule Spectroscopy.

3.14 Problems.

4. Quantum Mechanical Models of Electronic Excitation and Photochemical Reactivity.

4.1 Boiling Down The Schr™Dinger Equation.

4.2 Hšckel Molecular Orbital Theory.

4.3 HMO Perturbation Theory.

4.4 Symmetry Considerations.

4.5 Simple Quantum Chemical Models of Electronic Excitation.

4.6 Pairing Theorems and Dewar’s PMO Theory.

4.7 The Need for Improvement; SCF, CI And DFT Calculations.

4.8 Spin-Orbit Coupling.

4.9 Theoretical Models of Photoreactivity, Correlation Diagrams.

4.10 Problems.

4.11 Appendix.

5. Photochemical Reaction Mechanisms and Reaction Intermediates.

5.1 What is a Reaction Mechanism?

5.2 Electron Transfer.

5.3 Proton Transfer.

5.4 Primary Photochemical Intermediates: Examples and Concepts.

5.5 Photoisomerization of Double Bonds.

5.6 Chemiluminescence and Bioluminescence.

5.7 Problems.

6. Chemistry Of Excited Molecules.

6.1 Alkenes And Alkynes.

6.2 Aromatic Compounds.

6.3 Oxygen Compounds.

6.4 Nitrogen Compounds.

6.5 Sulphur Compounds.

6.6 Halogen Compounds.

6.7 Molecular Oxygen.

6.8 Photosensitizers, Photoinitiators and Photocatalysts.

7. Retrosynthetic Photochemistry.

8. Information Sources, Tables.

9. Index.

10. References.

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Petr Klán is Professor of Organic Chemistry in the Department of Chemistry, Masaryk University, Brno, Czech Republic

Jakob Wirz is Professor of Physical Chemistry in the Department of Chemistry, University of Basel, Switzerland

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