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Synthesis and photochemistry of substituted conjugated thiophene derivatives

In order to prepare new thiophene polycyclic structures, potentially biologically active compounds [1], 2-[2-(2-ethenylphenyl)ethenyl]thiophene (1) and 3-[2-(2-ethenylphenyl)-ethenyl]thiophene (2) were synthesised [2], and their photoreactivity has been investigated. These conjugated thiophene derivatives upon irradiation show intramolecular cycloadditions and formation of the bicyclic structures (3, 4, 5), as the main products. The structure determination as well as the reaction mechanism will be discussed.

thiophenes; photochemistry; intramolecular reactions; [2+2] cycloadditions; bicyclic structures; polycyclic compounds

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