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Chiral Binaphthalene Building Blocks for Self-Assembled Nanoscale CPL Emitters.

ABSTRACT: The introduction of biuret hydrogen-bonding sites onto chiral binaphthalene-based chromophores was investigated as a route to sub-micron-sized, vesicle-like aggregates endowed with chiroptical properties. The synthesis was conducted from the corresponding chiral 4,4'-dibromo-1,1'-bis(2-naphthol) via Suzuki-Miyaura coupling to afford luminescent chromophores whose emission spectrum could be tuned from blue to yellow-green through extension of the conjugation. For all compounds, the spontaneous formation of hollow spheres with a diameter of ca. 200-800 nm was evidenced by scanning electron microscopy, along with strong asymmetry in the circularly polarized absorption spectra. For some compounds, the emission also displayed circular polarization with values of g_lum = ca. 10^-3 which could be increased upon aggregation.

SUBMITTER: Hsieh YY

PROVIDER: S-EPMC10142354 | biostudies-literature | 2023 Apr

REPOSITORIES: biostudies-literature

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Chiral Binaphthalene Building Blocks for Self-Assembled Nanoscale CPL Emitters.

Hsieh Yu-Yu YY Shyue Jing-Jong JJ Chao Yu-Chiang YC Wong Ken-Tsung KT Bassani Dario M DM

Molecules (Basel, Switzerland) 20230411 8

The introduction of biuret hydrogen-bonding sites onto chiral binaphthalene-based chromophores was investigated as a route to sub-micron-sized, vesicle-like aggregates endowed with chiroptical properties. The synthesis was conducted from the corresponding chiral 4,4'-dibromo-1,1'-bis(2-naphthol) via Suzuki-Miyaura coupling to afford luminescent chromophores whose emission spectrum could be tuned from blue to yellow-green through extension of the conjugation. For all compounds, the spontaneous fo ...[more]

PMID: 37110615

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