Synthesis, properties and applications of chalcogen-containing antioxidants

In the first part, the preparation and properties of chalcogen-containing vitamin E analogues are described. The sulfur compound 3,3,4,6,7-pentamethyl-2,3-dihydrobenzo[b]thiophene-5-ol was prepared by two different routes using ionic…

Contents

1. INTRODUCTION
1.1 Oxygen in biological and polymeric systems
1.1.1 General introduction
1.1.2 Mechanism of autoxidation
1.1.3 Endogenous defense systems
1.1.4 Oxidative degradation and stabilization of polymers
1.2 Selenium and tellurium in organic chemistry
1.2.1 Introduction
1.2.2 Nucleophilic selenium and tellurium and preparation of diselenides and ditellurides
1.2.3 Other applications
1.3 Radical cyclizations in organic synthesis
1.3.1 Introduction
1.3.2 Methods to conduct radical cyclizations
1.3.3 Intramolecular homolytic substitution (SHi)
2. CHALCOGEN ANALOGUES OF VITAMIN E
2.1 Introduction
2.2 Synthesis of chalcogen-containing vitamin E analogues
2.2.1 Preparation of a sulfur analogue of vitamin EI
2.2.2 Towards selenium and tellurium analogues of vitamin EII
2.2.3. Synthesis of 2,3-dihydrobenzo[b]furan-5-ol and its 1-thio analogueIII
2.3 The antioxidant profile of 2,3-Dihydrobenzo[b]furan-5-ol and its 1-thio,1-seleno and 1-telluro analoguesIII
2.3.1 Introduction
2.3.2 Redox and thermochemical properties
2.3.3 Reactivity towards tert-butoxyl radicals
2.3.4 Inhibition of lipid peroxidation
2.3.5 Hydroperoxide decomposing capacity
2.3.6 Lipid peroxidation in liver microsomes
2.4 Towards a selenium-containing tocopherolIV
2.4.1 Introductio
2.4.2 Strategy
2.4.3 Synthesis of the model compound 2,2-dibutyl selenacyclohexane
2.4.4 Synthesis of a selenium-containing tocopherol analogue
2.5 Conclusions and outlook
3. ORGANOTELLURIUM COMPOUNDS AS STABILIZERS FOR POLYMERIC MATERIALSV
3.1 Introduction
3.2 Preparation of bis[4-(dimethylamino)phenyl] telluride
3.3 Autoxidation and mechanical propertie…..
5. ACKNOWLEDGEMENTS

Author: Malmström, Jonas

Source: Uppsala University Library

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