Abstract
This review describes the synthesis and reactions of selenothioic acid S-esters and diselenoic acid esters. Synthetic work with these substances has provided observations, which have led to a proposal about factors that effect their stability. A survey shows that aliphatic derivatives of selenothioic acid S-esters, although being stable compounds, are highly reactive with various electrophilic and nucleophilic reagents. In addition, α-protons in these esters have high acidities. Studies have shown that the chemistry of these esters can be utilized in the synthesis of new types of organoselenium compounds.
1 Introduction
2 Synthesis
2.1 Synthesis via Selenoketene Intermediates
2.2 Synthesis via Selenoic Acid O-Esters
3 Spectroscopic Properties
4 Reactions
4.1 Electrophilic Reactions
4.2 Nucleophilic Reactions
4.3 Concerted Reactions
4.4 Reactions via Eneselenolates
5 Summary
Key words
selenothioic acid S-esters - diselenoic acid esters - organoselenium compounds - selenium-containing heterocycles