3. Organoselenium and organotellurium compounds containing chalcogen-oxygen bonds in organic synthesis or related processes
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Alexandra Pop
Abstract
This chapter emphasizes aspects related to the role of organochalcogen (Se, Te) compounds with single E‒O and/or double E=O (E=Se, Te) bonds in organic synthesis, as reagents, intermediates, or catalysts, and it gives a larger extent mainly to data reported in the field during the last ten years. For each of these two heavier chalcogens the material is structured according to the oxidation state of the chalcogen and, for the same oxidation state, in sections dedicated to a particular type of compounds. Functionalization or cyclization reactions in which the organochalcogen compounds take part as nucleophiles, electrophiles or radicals, employed in various synthetic transformations, are discussed and, where available, the mechanistic aspects are outlined. New chiral species and new strategies were developed during last years in order to increase the yield, the reaction rate and the stereoselectivity in specific organic transformations, i.e. addition, oxidation, elimination, cyclization or rearrangement reactions. A notably attention was devoted to easily accessible and environmental friendly catalysts, re-usable and “green” solvents, as well as waste-free procedures.
Abstract
This chapter emphasizes aspects related to the role of organochalcogen (Se, Te) compounds with single E‒O and/or double E=O (E=Se, Te) bonds in organic synthesis, as reagents, intermediates, or catalysts, and it gives a larger extent mainly to data reported in the field during the last ten years. For each of these two heavier chalcogens the material is structured according to the oxidation state of the chalcogen and, for the same oxidation state, in sections dedicated to a particular type of compounds. Functionalization or cyclization reactions in which the organochalcogen compounds take part as nucleophiles, electrophiles or radicals, employed in various synthetic transformations, are discussed and, where available, the mechanistic aspects are outlined. New chiral species and new strategies were developed during last years in order to increase the yield, the reaction rate and the stereoselectivity in specific organic transformations, i.e. addition, oxidation, elimination, cyclization or rearrangement reactions. A notably attention was devoted to easily accessible and environmental friendly catalysts, re-usable and “green” solvents, as well as waste-free procedures.
Chapters in this book
- Frontmatter I
- Preface V
- Contents VII
- List of contributing authors XIII
- 1. Introduction of selenium and tellurium into reaction systems 1
- 2. Selenium– and tellurium–halogen reagents 27
- 3. Organoselenium and organotellurium compounds containing chalcogen-oxygen bonds in organic synthesis or related processes 61
- 4. Selenium– and tellurium–nitrogen reagents 123
- 5. Organophosphorus-selenium/tellurium reagents: from synthesis to applications 151
- 6. Synthesis and coordination chemistry of cyclic seleno- and telluroureas 207
- 7. Selenium and Tellurium Electrophiles in Organic Synthesis 243
- 8. Reagents that Contain Se-H or Te-H Bonds 301
- 9. Zinc-Selenium reagents in organic synthesis 315
- 10. Recent advances in the self-assembly of polynuclear metal–selenium and –tellurium compounds from 14–16 reagents 331
- 11. Applications of metal selenium/tellurium compounds in materials science 383
- Formula Index of Selenium and Tellurium Reactants 445
Chapters in this book
- Frontmatter I
- Preface V
- Contents VII
- List of contributing authors XIII
- 1. Introduction of selenium and tellurium into reaction systems 1
- 2. Selenium– and tellurium–halogen reagents 27
- 3. Organoselenium and organotellurium compounds containing chalcogen-oxygen bonds in organic synthesis or related processes 61
- 4. Selenium– and tellurium–nitrogen reagents 123
- 5. Organophosphorus-selenium/tellurium reagents: from synthesis to applications 151
- 6. Synthesis and coordination chemistry of cyclic seleno- and telluroureas 207
- 7. Selenium and Tellurium Electrophiles in Organic Synthesis 243
- 8. Reagents that Contain Se-H or Te-H Bonds 301
- 9. Zinc-Selenium reagents in organic synthesis 315
- 10. Recent advances in the self-assembly of polynuclear metal–selenium and –tellurium compounds from 14–16 reagents 331
- 11. Applications of metal selenium/tellurium compounds in materials science 383
- Formula Index of Selenium and Tellurium Reactants 445
