Photochemistry of Heterocycles

Photochemistry of Heterocycles

1st Edition - August 20, 2022

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  • Authors: Maurizio D’Auria, Ambra Guarnaccio, Rocco Racioppi, Sonia Stoia, Lucia Emanuele
  • eBook ISBN: 9780128237465
  • Paperback ISBN: 9780128237458

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Photochemistry of Heterocycles is a comprehensive review of the topic, including photooxidation, photoreduction and photoaddition reactions as well as industrial aspects of heterocyclic photochemistry. Many materials used for the manufacturing of OLEDs and other electrooptical switches contain heterocycles, and the use of small molecules or polymers containing heterocyclic substances are being studied as new photovoltaic materials. This reference is ideal for synthetic organic chemists, specifically researchers working in organic photochemistry, as well as medicinal chemists and material scientists. Heterocyclic compounds are widely used in the modern world, and most of the drugs currently in use have heterocyclic nuclei among their constituents. These compounds are subject to a photochemical degradation processes which must be known and prevented.

Key Features

  • Presents an authoritative and comprehensive review of the photochemistry of heterocycles
  • Covers the full spectrum of photochemical reactivity, including photoreduction and photoaddition reactions of heterocyclic compounds
  • Includes industrial aspects of heterocyclic photochemistry and materials used to manufacture OLEDs and other electrooptical switches


Synthetic organic chemists, researchers working in organic photochemistry, and in the field of new materials for optoelectronic applications. Medicinal chemists, material scientists

Table of Contents

  • Cover image
  • Title page
  • Table of Contents
  • Copyright
  • Preface
  • Chapter 1. Photochemical synthesis of heterocyclic compounds
  • Abstract
  • Outline
  • 1.1 Introduction
  • 1.2 Azetidines
  • 1.3 Aziridines
  • 1.4 Diazepines and benzodiazepines
  • 1.5 Furans
  • 1.6 Imidazoles and derivatives
  • 1.7 Synthesis of oxadiazoles
  • 1.8 Synthesis of oxazoles and related systems
  • 1.9 Oxetanes: the Paternò Büchi reaction
  • 1.10 Piperidines
  • 1.11 Pyrazoles
  • 1.12 Pyridines
  • 1.13 Pyrimidines
  • 1.14 Pyrroles
  • 1.15 Pyrrolidines
  • 1.16 Thiophenes and benzothiophenes
  • References
  • Chapter 2. Photoisomerization of heterocyclic compounds
  • Abstract
  • Outline
  • 2.1 Photoisomerization of pentaatomic heterocycles
  • 2.2 Photoisomerization of hexatomic heterocycles
  • References
  • Chapter 3. Photochemical behavior of diheteroarylethenes and photochromism
  • Abstract
  • Outline
  • 3.1 Photochemistry of olefins: An overview
  • 3.2 Photoinduced pericyclic reactions: Stilbene and its diheteroarylethenes derivatives
  • 3.3 The [2+2] photocycloaddition reactions on heteroarylethenes
  • 3.4 Photochromism of diheteroarylethenes
  • 3.5 Applications of photochromic molecules of diheteroarylethenes: Switches and optical memories
  • References
  • Chapter 4. Heterocyclic-based photoactive materials
  • Abstract
  • Outline
  • 4.1 Overview of photoactive materials
  • 4.2 Main classes of heterocyclic photoactive compounds: synthesis and photochemical reactions
  • 4.3 Applications and technology of the main classes of heterocyclic photoactive compounds
  • References
  • Chapter 5. Photodegradation of drugs and crop protection products
  • Abstract
  • Outline
  • 5.1 Introduction
  • 5.2 General mechanisms of photodegradation of drugs
  • 5.3 Anti-inflammatory, analgesic, and immunosuppressant drugs
  • 5.4 Drugs acting on the central nervous system
  • 5.5 Cardiovascular drugs
  • 5.6 Chemotherapeutic agents
  • 5.7 General mechanisms of photodegradation of crop protection products
  • References
  • Index

Product details

  • No. of pages: 350
  • Language: English
  • Copyright: © Elsevier 2022
  • Published: August 20, 2022
  • Imprint: Elsevier
  • eBook ISBN: 9780128237465
  • Paperback ISBN: 9780128237458

About the Authors

Maurizio D’Auria

Prof. Maurizio D'Auria obtained a fellowship of Fondazione Donegani of Accademia Nazionale dei Lincei from 1979 to 1981. He was Researcher at the University of Rome from 1981 until 1992. From 1992 until 2001 he was Associate Professor of Organic Chemistry at the University of Basilicata. From 2001 he is full professor in Organic Chemistry. From 2009 he is coordinator of the Doctorate in Chemical Sciences at the University of Basilicata. From 1994 to 1996 he was President of the Basilicata Section of the Italian Chemical Society. From 1997 to 1999 he was member of the board of directors of the Interdivisional Section on Photochemistry of the Italian Chemical Society. He is member of the Italian Chemical Society, American Chemical Society, American Society of Photobiology, and European Photochemical Association. He is member of the Editorial Board of Internet Journal of Science and Arkivoc. He was Editor in chief of EPA Newsletter, the magazine of the European Photochemistry Association and member of the Executive Committee of the European Photochemistry Association. From July 2018 he is President of the European Photochemistry Association.Some years ago Prof. D'Auria started to study the photochemical degradation of some naturally occurring compounds; in particular, the photochemical behavior of model compounds of lignin and of lignin itself has been studied in the presence of photochemically generated singlet oxygen. Recently, his activity was centered on the photochemical reactivity of carbonyl compounds with furan derivatives in order to obtain stereoselective Paternò-Büchi reaction. He is author of more than 300 articles on international journals and of numerous patents.

Affiliations and Expertise

Professor, University of Basilicata, Potenza, Italy

Ambra Guarnaccio

Ambra Guarnaccio is a Researcher at the Institute of Structure of Matter (ISM) of the Italian National Research Council (CNR). She gained Master Degree in Chemistry and PhD in Chemical Sciences at the University of Basilicata in 2014. First during her academic training and then during her research carrier she has acquired a deep experience in organic and heterocyclic chemistry for the synthesis of designed organic semiconductors and -conjugated systems to be characterized by steady-state and time-resolved spectroscopies and photoluminescence for electron dynamics studies in materials for OSCs. Moreover, she leads activities about the study of electronic properties of organic donor-acceptor molecules both in the gas phase and deposited as thin films on technological interesting surfaces (e.g., noble metal single crystals, ITO, etc.) by high-resolution Photoelectron (PES) and X-ray Absorption (XAS) Spectroscopies taking advantage of synchrotron light radiation. Currently, she is in charge of the chemistry laboratory for the synthesis of new small-molecule and polymeric materials at the Institute of Structure of Matter (Tito Scalo branch) of the CNR.

Affiliations and Expertise

Researcher, Institute of Structure of Matter (ISM) at the CNR-ISM, Tito Scalo, Italy

Rocco Racioppi

Rocco Racioppi is an Associate Professor in the Department of Science at the Università degli Studi della Basilicata in Potenza, Italy. His research is mainly focused on photochemical organic synthesis, essentially within these fields: synthesis of halogeno- and nitro-substituted heteroaromatic derivatives; photosubstitution reactions of pyrrole and imidazole haloderivatives; dimerization reactions of aromatic heterocycles coniugated with olefins; [2+2] photocycloadditions between furan derivatives and carbonyl compounds (Paternò-Büchi reactions) with regard to diastereo- and enantioselective aspects; photochemical reactivity of heteroaromatic azides; Hetero Diels-Alder reactions on diazoalkenes. A second research area focuses on the analysis of the aromas produced by various food matrices, like wine, olive oil, honey, curcuma, ginger, and shallot with the innovative technique of SPME.

Affiliations and Expertise

Associate Professor, Department of Science, Universita degli Studi della Basilicata, Potenza, Italy

Sonia Stoia

Sonia Stoia earned a Ph.D. in Chemical Sciences at the University of the Basilicata in Potenza, Italy on the photochemistry of the Paternò-Büchi reactions under the supervision of Prof. Maurizio D'Auria. Currently, Dr. Stoia collaborates with the Theoretical Chemistry Division of the Vrije Universiteit of Amsterdam under the supervision of Prof. Dr. Evert Jan Baerends, being employed in studies about the development of DFT and the transition metal-ligand interaction. Dr. Stoia is also co-author with Prof. D’Auria of a book on Paternò-Büchi reactions. Dr. Stoia taught at the University of Basilicata as Adjunct Professor of Chemistry Elements and is currently a secondary school Chemistry teacher.

Affiliations and Expertise

Chemistry teacher, ITT "16 Maggio 1860", Corleto Perticara, Potenza, Italy

Lucia Emanuele

Lucia Emanuele is an Associate Professor in the Department of Art and Restoration at the University of Dubrovnik in Croatia. In 2003, she obtained a PhD in Chemical Sciences at the University of the Basilicata in Potenza, Italy. She has participated in numerous national and international scientific conferences and published numerous scientific papers in journals. She has been employed, today as an associate professor, at the University of Dubrovnik, Department of Art and Restoration, since 2009. From October 2019, she has also been the head of the Department of Art and Restoration at the University of Dubrovnik.

Affiliations and Expertise

Associate Professor, Department of Art and Restoration, University of Dubrovnik, Croatia

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