Litcius/Paper detail

Amplified Chirality Transfer to Aromatic Molecules through Non‐specific Inclusion by Amorphous, Hyperbranched Poly(fluorenevinylene) Derivatives

Pengfei Wu, Adriana Pietropaolo, Mariagrazia Fortino, Masayoshi Bando, Katsuhiro Maeda, Tatsuya Nishimura, Shuhei Shimoda, Hiroyasu Sato, Naofumi Naga, Tamaki Nakano

2023Angewandte Chemie International Edition17 citationsDOIOpen Access PDF

Abstract

Abstract Optically active, hyperbranched, poly(fluorene‐2,4,7‐triylethene‐1,2‐diyl) [poly(fluorenevinylene)] derivatives bearing a neomenthyl group and a pentyl group at the 9‐position of the fluorene backbone at various ratios acted as a chirality donor (host polymers) efficiently included naphthalene, anthracene, pyrene, 9‐phenylanthracene, and 9,10‐diphenyanthracene as a chirality acceptor (guest molecules) in their interior space in film as well as in solution, with the guest molecules exhibiting intense circular dichroism through chirality transfer with chirality amplification. The efficiency of the chirality transfer was much higher with higher‐molar‐mass polymers than lower‐molar‐mass ones as well as with hyperbranched polymers compared to the analogous linear ones. The hyperbranched polymers include the small molecules in their complex structure without any specific interactions at various stoichiometries. The included molecules may have ordered intermolecular arrangement that may be somewhat similar to those of liquid crystals. Naphthalene, anthracene, and pyrene included in the polymer exhibited efficient circularly polarized luminescence, where the chirality was remarkably amplified in excited states, and anthracene exhibited especially high anisotropies in the emission on the order of 10 −2 .

Topics & Concepts

Chirality (physics)AnthraceneFluorenePyreneMoleculeCircular dichroismPolymerPhotochemistryIntermolecular forceChemistryMaterials scienceCrystallographyOrganic chemistryQuantum mechanicsNambu–Jona-Lasinio modelChiral symmetry breakingPhysicsQuarkSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsDNA and Nucleic Acid Chemistry