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Chemical Science of π-Electron Systems pp 295–314Cite as

Localized Singlet 1,3-Diradicals

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Abstract

Localized singlet diradicals are key intermediates in chemical reactions involving homolytic bond-cleavage and bond formation processes. In the past, the short-lived character of the reactive intermediate impeded the experimental investigations on the molecular and electronic structures of these intermediates. However, over the past 20 years, the chemistry of singlet diradicals has seen significant development following the pioneering studies of the generation of long-lived singlet diradicals. This chapter summarizes recent developments in the chemistry of localized singlet diradicals, which include (a) the effect of the substituent and the heteroatom on the ground-state spin multiplicity and the most stable electronic configuration of the singlet state (type 1 versus type 2), (b) the reactivity of localized singlet 1,3-diradicals, and (c) the generation and characterization of long-lived singlet diradicals with π-single-bonded character.

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Authors and Affiliations

  1. Department of Chemistry, Graduate School of Science, Hiroshima University (HIRODAI), 1-3-1 Kagamiyama, Higashi-Hiroshima, Hiroshima, 739-8526, Japan

    Manabu Abe & Sayaka Hatano

  2. Institute for Molecular Science (IMS), Myoudaiji, Okazaki, Aichi, 444-8787, Japan

    Manabu Abe

  3. CREST, JST, K’s Gobancho, 7, Chiyoda-ku, Tokyo, 102-0076, Japan

    Manabu Abe

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  1. Manabu Abe
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  2. Sayaka Hatano
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Correspondence to Manabu Abe .

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Editors and Affiliations

  1. Foundation for Advancement of International Science, Tsukuba, Japan

    Takeshi Akasaka

  2. Kyoto University, Kyoto, Japan

    Atsuhiro Osuka

  3. Department of Chemistry and Nano Science,, Ewha Womans University, Seoul, Korea (Republic of)

    Shunichi Fukuzumi

  4. Nagoya Institute of Technology, Nagoya, Japan

    Hideki Kandori

  5. Osaka University, Suita, Japan

    Yoshio Aso

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Abe, M., Hatano, S. (2015). Localized Singlet 1,3-Diradicals. In: Akasaka, T., Osuka, A., Fukuzumi, S., Kandori, H., Aso, Y. (eds) Chemical Science of π-Electron Systems. Springer, Tokyo. https://doi.org/10.1007/978-4-431-55357-1_17

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