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Benzenoid Quinodimethanes

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Abstract

Reactivity and physical properties of π-conjugated hydrocarbon systems depend predominantly on the topology of π-electrons array. Quinoidal conjugations serve as giving diradical character to molecules, leading to unique chemical behaviors. The simplest member of quinodimethanes are o-, m-, and p-quinodimethanes, which are very reactive due to diradical character and cannot be isolated under normal experimental conditions. However, chemical modifications, such as π-extension or introduction of substituent groups, of quinodimethanes imparts stabilities to quinodimethanes that can be handled under ambient conditions. This chapter offers an overview of reactivity and magnetic properties of benzenoid o-, m-, and p-quinodimethanes.

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Authors and Affiliations

  1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamada-oka, Suita, Osaka, 565-0871, Japan

    Akihito Konishi

  2. Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka, 560-0043, Japan

    Takashi Kubo

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  1. Akihito Konishi
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  2. Takashi Kubo
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Correspondence to Takashi Kubo.

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This article is part of the Topical Collection “Physical Organic Chemistry of Quinodimethanes”; edited by Yoshito Tobe, Takashi Kubo.

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Konishi, A., Kubo, T. Benzenoid Quinodimethanes. Top Curr Chem (Z) 375, 83 (2017). https://doi.org/10.1007/s41061-017-0171-2

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