Synthesis and Derivatization of an Isomerized Bithiophene Imide (iBTI) Acceptor with a Controllably Twisted Backbone

A heptagonal isomerized bithiophene imide (iBTI) acceptor has been effectively synthesized on a gram scale. Its series of β-, α′,β-, α,α′-, α,α′,β-, and α,α′,β,β′-substituted derivatives can be obtained by controlling brominated sites. Single-crystal analyses indicate that the torsion angle of the imide backbone depends on the number and rigidity of β-substituted groups. Furthermore, the helical chirality of tetrasubstituted and [7]helicene-like derivatives based on iBTI shows great promise for the construction of chiral semiconductor materials.