open access

https://hdl.handle.net/2115/95392

Distinctive Chiral Conformations Induced to Poly (naphthalene-1,4-diyl) by Helix-sense-selective Polymerization and Circularly Polarized Light Irradiation

英語

Supramolecular chemistry

2024-06-06

Wiley-Blackwell

Chemistry-A European journal

30(32)

e202304275

Optically active poly(naphthalene-1,4-diyl) was prepared through helix-sense-selective polymerization of the corresponding monomers and also through circularly polarized light (CPL) irradiation, resulting in distinctive circular dichroism (CD) spectral patterns. Chirality of the helix-sense-selective polymerization -based polymer is ascribed to preferred-handed helicity while that of the CPL-based polymer to a non-helical, chiral conformation ('biased-dihedral conformation') with preferred-handedness which was stable only in the solid state. The helix of the helix-sense-selective polymerization-based polymer gradually racemized in tetrahydrofuran while it was stabilized by aggregate formation in a hexane-dichloromethane solution. Both helix-sense-selective polymerization- and CPL-based polymers exhibited efficient circularly polarized luminescence. Non-helical "biased-dihedral conformation" as a novel chiral structure and single-handed helical conformation as one of the well-known, ordered chiral structures are induced to poly (naphthalene-1,4-diyl) by circularly polarized light irradiation and asymmetric polymerization, respectively. The former conformation is stable only in the solid state while the latter resists racemization by aggregation in solution. Both conformations contribute to efficient circularly polarized luminescence. image

学術雑誌論文

Accepted Manuscript

This is the peer reviewed version of the following article: Distinctive Chiral Conformations Induced to Poly (naphthalene-1,4-diyl) by Helix–sense–selective Polymerization and Circularly Polarized Light Irradiation, which has been published in final form at 10.1002/chem.202304275. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.

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