Two new inherently chiral oligothiophenes characterized by the atropisomeric 3,3'-bithianaphtene scaffold functionalized with fused ring bithiophene derivatives, namely 4H-cyclopenta[2,1-b3:4b']dithiophene (CPDT) and dithieno[3,3-b:2',3'-d]pyrrole (DTP), were synthesized. The racemates were fully characterized and resolved into antipodes by enantioselective HPLC. The enantiomers were analyzed through different chiroptical techniques: electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) were employed to attribute the absolute configuration (AC). Comparison of experimental and calculated VCD spectra confirmed the DFT calculated conformational characteristics. The compound functionalized with two CPDT units was oxidized with FeCl , and ECD and CPL of the resulting material were measured. Circularly polarized luminescence (CPL) was measured to verify if inherently chiral oligothiophenes could be promising systems for chiral photonics applications.

Electrochemical Reduction of Halogenosugars on Silver: A New Approach to C-Disaccharide-Like Mimics.-A mild, clean, one-pot method for the synthesis of C-disaccharide-like mimics like (II) is found. For glycals and acetate derivatives the yields are lower.-(GUERRINI, M.; MUSSINI, P.; RONDININI, S.; TORRI, G.; VISMARA, E.; Chem. Commun. (Cambridge) (1998) 15, 1575-1576 Dip. Chim., Politec. Milano, CNR, I-20131 Milano, Italy; EN)