0000000000423606
AUTHOR
Eiji Yashima
Positional Isomers of Chromophore–Peptide Conjugates Self-Assemble into Different Morphologies
Ordering π-systems into defined supramolecular structures is important for the development of organic functional materials. In recent years, peptides with defined secondary structures and/or self-assembly properties were introduced as powerful tools to order peptide-chromophore conjugates into different morphologies. This work explores whether or not the directionality of peptides can be used to control the self-assembly. The position of the π-system in conjugates between oligoprolines and perylene monoimide (PMI) chromophores was varied by attaching the PMI moiety to the second-to-last residue from the C- and N-termini, respectively. Microscopic and diffraction analysis revealed that the p…
Catalytic one-handed helix-induction and memory of amphiphilic poly(biphenylylacetylene)s in water
Abstract A series of amphiphilic biphenylylacetylene-based homo- and copolymers (PBPAs) carrying chiral and/or achiral oligo(ethylene glycol) pendants at the 4’-position of the biphenyl units were synthesized and the amplification of the macromolecular helicity through noncovalent and/or covalent chiral interactions followed by the memory of the helicity were investigated in both water and organic solvents. The macromolecular helicity was efficiently induced in the homopolymers of achiral monomers through specific encapsulation of a catalytic amount of hydrophobic chiral guests in water and their induced helicities were stably memorized in water after complete removal of the optically-activ…
Chiral/Achiral Copolymers of Biphenylylacetylenes Bearing Various Substituents: Chiral Amplification through Copolymerization, Followed by Enhancement/Inversion and Memory of the Macromolecular Helicity
A series of dynamic helical homo- and copolymers of chiral and/or achiral biphenylylacetylenes (PBPAs) bearing achiral methoxymethoxy or acetyloxy groups at the 2,2′-positions along with a chiral o...