Abstract
By aromatic nucleophilic substitution followed by intramolecular acylation, 9-oxo-9H-thioxanthene- and 9-oxo-9H-xanthene-dicarboximides were prepared from nitro- or chlorophthalimides and the dianions of thiosalicylic and salicylic acids (Scheme). The 9-oxo-9H-thioxanthene-3,4-dicarboximides were converted to 9-oxo-9H-thioxanthene-3,4-dicarboxylic-acid derivatives such as anhydride, esters, and further imides. Some of these derivatives proved to be excellent photosensitizers with special properties such as liquid aggregation form, H2O solubility, solubility in lipophilic organic solvents and polymers, or bathochromic shifts of the absorption wavelengths.
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