Chirality induced by microaggregation of regioregular polythiophenes with side-chain optically active substituent.
Two novel optically active terthiophene and bithiophene monomers bearing at the C-β position of thiophene ring an enantiomerically pure chiral alkyl group, namely 3,3″-di[2-((S)-(+)-2-methylbutoxy)ethyl]-2,2':5',2″-terthiophene and 3,3'-di[2-((S)-(+)-2-methylbutoxy)ethyl]-2:2'-bithiophene, have been synthesized and characterized. Being symmetrically substituted, their polymerization adopting simple and economic method, such as the chemical oxidation with iron (III) trichloride, allowed to obtain regioregular macromolecules. The synthesized polymers have been investigated by CD in solution as well as in the microaggregated state upon gradual addition of a poor solvent. The results display different CD behaviors related to their chemical structure.
Salatelli
Elisabetta
E
Dipartimento di Chimica Industriale e dei Materiali, Università di Bologna, 40136 Bologna, Italy. elisabetta.salatelli@unibo.it
Angiolini
Luigi
L
Brazzi
Alice
A