Synthesis, structure and reactivity of amino-benzodifurane derivatives

The reactivity of 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 makes the diamino compounds suitable monomers to prepare polymers with tunable chemo-physical behavior. Two novel polyamides, potentially useful for applications in the field of organic electronics, were synthesized and their properties examined. Single crystal X-ray analysis was performed on some of the prepared compounds, thus obtaining information on the extent of electronic conjugation. The obtainment of an oxazinone derivative by cyclization reaction of an N,N'-benzoyl ester was also described. To cite this article: U. Caruso et al., C. R. Chimie 12 (2009). (C) 2008 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.