@phdthesis{SafontSempere2010, author = {Safont Sempere, Marina Montserrat}, title = {Chiral self-sorting of atropo-enantiomeric perylene bisimide dyes}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-55359}, school = {Universit{\"a}t W{\"u}rzburg}, year = {2010}, abstract = {This thesis included the synthesis of conformationally stable chiral perylene bisimide (PBI) dyes, the study of their optical properties in solution and their chiral self-sorting behaviour in nonpolar solvents in which dimerization via pi-pi-stacking takes place. Furthermore, the influence of PBI core chirality on the properties of these dyes in the condensed state has been also studied. We have demonstrated and quantified the prevalence of chiral self-recognition over self-discrimination in pi-stacking dimerization of PBIs. It has been shown that this self-recognition event is compromised by the increasing flexibility of the structures related to the size of the OEG bridging units. Moreover, the inherent chirality of these PBIs has been proven to strongly influence their condensed state properties, for which large differences between the pure enantiomers and the racemates were revealed, as well as between the different bridged macrocyclic PBIs.}, subject = {Farbstoff}, language = {en} }