© 2014 Terao et al; licensee Beilstein-Institut. We synthesized symmetrically insulated oligo(para-phenylene) and oligothiophene with a pseudo-linked rotaxane structure by full rotation of glucopyranose units via a flipping (tumbling) mechanism in the π-conjugated guest having two permethylated β-cyclodextrin units at both ends. We also succeeded in the synthesis of an organic-soluble fixed rotaxane by a cross-coupling or complexation reaction of thus formed pseudo linked rotaxane. Oligo(para - phenylene), oligothiophene, and porphyrin derivatives were used as π-conjugated guests with stopper groups.
Terao, J., Konoshima, Y., Matono, A., Masai, H., Fujihara, T., & Tsuji, Y. (2014). Synthesis of an organic-soluble π-conjugated rotaxane via rotation of glucopyranose units in permethylated β-cyclodextrin. Beilstein Journal of Organic Chemistry, 10, 2800–2808. https://doi.org/10.3762/bjoc.10.297