Synthesis, Multiphase Characterization, and Helicity Control in Chiral DACH-Linked Oligothiophenes (pages 7304–7312)
Manuela Melucci, Giovanna Barbarella, Massimo Gazzano, Massimiliano Cavallini, Fabio Biscarini, Alessandro Bongini, Fabio Piccinelli, Magda Monari, Marco Bandini, Achille Umani-Ronchi and Paolo Biscarini
Article first published online: 31 AUG 2006 | DOI: 10.1002/chem.200600312
All change! Enantiopure diimino- and diamino-DACH-linked bis(oligothiophenes) that are helical with controlled handedness were synthesized and characterized in solution and cast film. The peculiar behavior of diaminobis(bithiophene), which shows inverted helicity and chiral amplification in the transition from solution to film, is discussed in detail (see figure; DACH=trans-1,2-cyclohexanediamine).