Syntesis, structure and reactivity of amino-benzodifurane derivatives

The reactivity of the amino groups of some dialkyl esters of 2,6-diamino-benzo[1,2-b:4,5-b’]difuran-3,7-dicarboxylic acid towards acylic reactants was investigated. The easy and chemoselective obtainment of the N,N’-acetyl- and N,N’-benzoyl- derivatives make the diamino compounds suitable monomers to prepare polymers with tunable chemo-physical behaviour. Two novel polyamides potentially useful for applications in the field of the organic electronic were synthesized and their properties examined. Single crystal X ray analysis was performed on some of the prepared compounds thus obtaining informations on the extent of electronic conjugation. The obtainment of an oxazinone derivative by cyclization reaction of a N,N’-benzoyl ester was also described.