9. Zinc-Selenium reagents in organic synthesis
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Claudio Santi
Abstract
Organoselenolates, due to the high polarizability of the chalcogen atoms, are generally weak bases and soft nucleophiles used to introduce in stereoselective and mild way a selenium functionality through substitution or addition reactions. Among several methods reported for their preparation, recently the reduction of Se- Se or Se-Halogen bond mediated by elemental zinc becomes particularly attractive for the simplicity and the efficiency of the protocols. An overview on the most recent developments in the field is here reported.
Abstract
Organoselenolates, due to the high polarizability of the chalcogen atoms, are generally weak bases and soft nucleophiles used to introduce in stereoselective and mild way a selenium functionality through substitution or addition reactions. Among several methods reported for their preparation, recently the reduction of Se- Se or Se-Halogen bond mediated by elemental zinc becomes particularly attractive for the simplicity and the efficiency of the protocols. An overview on the most recent developments in the field is here reported.
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