title: Macromolecular helicity induction on a poly(phenylacetylene) with C2-symmetric chiral [60]fullerene-bisadducts.
abstract: Three chiral N-methylfulleropyrrolidine bisadducts were prepared, isolated, and completely resolved into each enantiomer using a chiral HPLC column, which were then converted to the corresponding optically active, cationic C(60)-bisadducts to investigate if they could act as a macromolecular helicity inducer in a poly(phenylacetylene) bearing an anionic monoethyl phosphonate pendant (poly-1) in aqueous solution. Upon complexation with the chiral C(60)-bisadducts, only the trans-3 bisadduct exhibited the characteristic induced circular dichroism (ICD) in the UV-visible region of the polymer backbone in dimethyl sulfoxide-water mixtures due to the predominantly one-handed helix formation of poly-1, while the trans-2 and cis-3 bisadducts induced almost no apparent CD in the same region. These results indicate that the helicity induction on poly-1 is highly sensitive to the structure and geometry of the cationic C(60)-bisadducts with a different distance between the separated charges.
authors.affiliation: Contribution from the Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan.
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Nishimura
authors.forename: Kayo
authors.initials: K
authors.lastname: Tsuchiya
authors.forename: Sousuke
authors.initials: S
authors.lastname: Ohsawa
authors.forename: Katsuhiro
authors.initials: K
authors.lastname: Maeda
authors.forename: Eiji
authors.initials: E
authors.lastname: Yashima
authors.forename: Yosuke
authors.initials: Y
authors.lastname: Nakamura
authors.forename: Jun
authors.initials: J
authors.lastname: Nishimura