Abstract:
Many synthetic strategies attempt to vary the shape and size of the π-conjugated system of carbon compounds to obtain optimal properties for the intended application. Recently, an alternative approach has come to the fore which introduces a heteroatom (phosphorus) into the conjugated aromatic backbone, whose specific properties (chiral center on phosphorus, easy change of oxidation state, possibility of derivatization) significantly influence the behavior of the π-framework. The project aims to develop a simple and efficient synthetic approach, which is based on our published method leading to phosphahelicene and which introduces a phosphinine ring into the aromatic system. This approach will be generalized and applied to the synthesis of phosphanaphthalenes and subsequently to the preparation of phosphapolyaromatics based on phenacenes, helicenes, or nanographenes. The physicochemical properties of the prepared phosphorus compounds will then be compared with their all-carbon and nitrogen analogues. These results will help to identify potential applications for these new molecules.