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Review
. 2020 Sep;85(9):2093-2104.
doi: 10.1002/cplu.202000452.

Helicene Radicals: Molecules Bearing a Combination of Helical Chirality and Unpaired Electron Spin

Fumito Tani  1 , Masahiro Narita  1 , Toshihiro Murafuji  2
Affiliations
Review

Helicene Radicals: Molecules Bearing a Combination of Helical Chirality and Unpaired Electron Spin

Fumito Tani et al. Chempluschem. 2020 Sep.

Abstract

Chiral helicenes that have helical π-conjugated frameworks comprised of ortho-fused aromatic rings have been intensively investigated for several decades owing to their attractive properties and high potential for a variety of applications. In contrast, studies concerning helicene radicals (open-shell helicenes) formed by redox reactions have been severely limited due to inherent high reactivity of organic radicals. However, open-shell helicenes possessing a combination of chirality and unpaired electron spin(s) delocalized on helical π-conjugated orbital(s) are promising for novel synergic magnetic functions. Recently, several kinds of isolable air-stable helicene radicals have been prepared to enable their detailed analysis of the crystal structures and physicochemical properties. This Minireview describes the recent advances and future prospects of organic-based helicene radicals categorized into three groups: 1) ionic radicals, 2) neutral radicals, and 3) diradicals.

Keywords: chirality; electron spin; helicenes; radicals; redox chemistry.

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References

    1. For general reviews of helicenes,
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    1. M. Gingras, Chem. Soc. Rev. 2013, 42, 968-1006;
    1. M. Gingras, G. Félix, R. Peresutti, Chem. Soc. Rev. 2013, 42, 1007-1050;
    1. M. Gingras, Chem. Soc. Rev. 2013, 42, 1051-1095;

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