Imide-Functionalized Helical PAHs: A Step towards New Chiral Functional Materials

Fridolin Saal; Prince Ravat

doi:10.1055/a-1616-5643

Synlett, Table of Contents

Synlett 2021; 32(19): 1879-1890
DOI: 10.1055/a-1616-5643

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Imide-Functionalized Helical PAHs: A Step towards New Chiral Functional Materials

Fridolin Saal

,

Prince Ravat ∗

Abstract

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Dedicated to Professor Klaus Müllen

Abstract

Attachment of cyclic imide groups to polycyclic aromatic hydrocarbons (PAHs) leads to fascinating electronic and luminescence properties, with rylene diimides being a representative example. The close to unity fluorescence quantum yields and electron-acceptor properties render them suitable for application in organic electronics and photovoltaics. Recent reports show that, in line with planar PAHs, the imide functionalization has also endowed helical three-dimensional PAHs with similar beneficial photophysical properties. In this article, we have summarized the state-of-the-art research developments in the field of helicene–imide hybrid functional molecules, with a particular focus on synthesis, (chir)optical and redox properties, and applications in electronics. Additionally, we have highlighted our recent work, introducing a novel family of functional chiral molecules, namely, [n]helicene diimides, as three-dimensional relatives of rylene diimides.

Key words

chirality - helicenes - [n]helicene diimides - rylene diimides - polycyclic aromatic hydrocarbons - functional organic materials

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References

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