Cross-conjugated oligomers from pyrrole, benzene and carbonyl building blocks

Article abstract of DOI:10.1016/j.tet.2003.08.072

Chalcones can serve as C₂ or C₃ components for the formation of 1H-pyrroles. In particular the reaction with tosylisocyanid could be applied to the oligochalcones 2d-g with up to 6 enone units. A series of cross-conjugated oligomers 8d-g was obtained; these compounds consist of a chain of 1,4-phenylene, carbonyl and 1H-pyrrole-3,4-diyl building blocks. The benzene rings bear two propoxy sidechains in order to enhance the solubility.