Push–pull [7]helicene diimide: excited-state charge transfer and solvatochromic circularly polarised luminescence

Saal, Fridolin; Swain, Asim; Schmiedel, Alexander; Holzapfel, Marco; Lambert, Christoph; Ravat, Prince

doi:10.1039/d3cc04470j

Chem. Commun.

2023

DOI: 10.1039/d3cc04470j

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Push–pull [7]helicene diimide: excited-state charge transfer and solvatochromic circularly polarised luminescence

Fridolin Saal,

Asim Swain,

Alexander Schmiedel

et al.

Abstract: Herein we describe a helically chiral push–pull molecule named 9,10-dimethoxy-[7]helicene diimide, displaying fluorescence and CPL over nearly the entire visible spectrum dependent on solvent polarity along with high dissymmetry factors.

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2024

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Cited by 4 publications

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D‐π‐A Type [7]Helicene‐like Imide Derivatives with Tunable Photophysical Properties and Circularly Polarized Luminescence

Li,

Xu,

2024

Chemistry A European J

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Helicenes and their derivatives show great application prospects as circularly polarized luminescence (CPL) materials, but their fluorescence quantum yields (ΦFLs) need a breakthrough urgently. Herein, we reported a series of D−π−A type helical luminescent emitters by combining the [7]helicene‐like imide acceptor with five different donors. The obtained five emitters display blue‐to‐orange luminescence and markedly enhanced ΦFL. Notably, TPA‐NiBTI exhibits the maximum ΦFL in solution, while TPE‐NiBTI achieves a maximum ΦFL in the solid state. Their two pairs of enantiomers, (P/M)‐TPA‐NiBTI and (P/M)‐TPE‐NiBTI, exhibit remarkable CPL activities, and their doped PS film both displayed doubled ΦFLs. Among them, [(P/M)‐TPE‐NiBTI]‐doped PS film exhibits the maximum luminescence dissymmetry factor (|glum|) value of 9.0×10−4 and the maximum ΦFL of 22%. This molecular design strategy presents a promising approach to improving the ΦFL of helicene derivatives, thereby facilitating their potential application into chiral optoelectronic devices.

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D‐π‐A Type [7]Helicene‐like Imide Derivatives with Tunable Photophysical Properties and Circularly Polarized Luminescence

Li,

Xu,

2024

Chemistry A European J

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Coumarin containing hetero[5/6]helical donor–acceptor molecules: Synthesis, photophysical properties and DFT studies

Soni,

Soman

2024

Journal of Molecular Liquids

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Synthesis of methyl-substituted aza[7]helicene with enhanced configurational stability and chiroptical performance

Chen,

Li,

Wang

et al. 2024

Tetrahedron Letters

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Push–pull [7]helicene diimide: excited-state charge transfer and solvatochromic circularly polarised luminescence

Abstract: Herein we describe a helically chiral push–pull molecule named 9,10-dimethoxy-[7]helicene diimide, displaying fluorescence and CPL over nearly the entire visible spectrum dependent on solvent polarity along with high dissymmetry factors.

Cited by 4 publications

References 41 publications

D‐π‐A Type [7]Helicene‐like Imide Derivatives with Tunable Photophysical Properties and Circularly Polarized Luminescence

D‐π‐A Type [7]Helicene‐like Imide Derivatives with Tunable Photophysical Properties and Circularly Polarized Luminescence

Coumarin containing hetero[5/6]helical donor–acceptor molecules: Synthesis, photophysical properties and DFT studies

Synthesis of methyl-substituted aza[7]helicene with enhanced configurational stability and chiroptical performance

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